diff --git a/.rubocop_todo.yml b/.rubocop_todo.yml
index 442d61bcf4f..7a12c8473f3 100644
--- a/.rubocop_todo.yml
+++ b/.rubocop_todo.yml
@@ -704,7 +704,9 @@ Style/RedundantSelf:
 # Configuration parameters: EnforcedStyle, AllowInnerSlashes.
 # SupportedStyles: slashes, percent_r, mixed
 Style/RegexpLiteral:
-  Enabled: false
+  Enabled: true
+  EnforcedStyle: mixed
+  AllowInnerSlashes: false
 
 # Offense count: 36
 # Cop supports --auto-correct.
diff --git a/app/controllers/help_controller.rb b/app/controllers/help_controller.rb
index 38f379dbf4f..a394521698c 100644
--- a/app/controllers/help_controller.rb
+++ b/app/controllers/help_controller.rb
@@ -5,7 +5,7 @@ class HelpController < ApplicationController
 
   # Taken from Jekyll
   # https://github.com/jekyll/jekyll/blob/3.5-stable/lib/jekyll/document.rb#L13
-  YAML_FRONT_MATTER_REGEXP = %r!\A(---\s*\n.*?\n?)^((---|\.\.\.)\s*$\n?)!m
+  YAML_FRONT_MATTER_REGEXP = /\A(---\s*\n.*?\n?)^((---|\.\.\.)\s*$\n?)/m
 
   def index
     # Remove YAML frontmatter so that it doesn't look weird
diff --git a/app/controllers/projects_controller.rb b/app/controllers/projects_controller.rb
index e6e2b219e6a..8158934322d 100644
--- a/app/controllers/projects_controller.rb
+++ b/app/controllers/projects_controller.rb
@@ -403,6 +403,6 @@ class ProjectsController < Projects::ApplicationController
     # to
     #   localhost/group/project
     #
-    redirect_to request.original_url.sub(/\.git\/?\Z/, '') if params[:format] == 'git'
+    redirect_to request.original_url.sub(%r{\.git/?\Z}, '') if params[:format] == 'git'
   end
 end
diff --git a/app/helpers/sidekiq_helper.rb b/app/helpers/sidekiq_helper.rb
index 55f4da0ef85..50aeb7f4b82 100644
--- a/app/helpers/sidekiq_helper.rb
+++ b/app/helpers/sidekiq_helper.rb
@@ -1,12 +1,12 @@
 module SidekiqHelper
-  SIDEKIQ_PS_REGEXP = /\A
+  SIDEKIQ_PS_REGEXP = %r{\A
     (?<pid>\d+)\s+
     (?<cpu>[\d\.,]+)\s+
     (?<mem>[\d\.,]+)\s+
-    (?<state>[DIEKNRSTVWXZNLpsl\+<>\/\d]+)\s+
+    (?<state>[DIEKNRSTVWXZNLpsl\+<>/\d]+)\s+
     (?<start>.+?)\s+
     (?<command>(?:ruby\d+:\s+)?sidekiq.*\].*)
-    \z/x
+    \z}x
 
   def parse_sidekiq_ps(line)
     match = line.strip.match(SIDEKIQ_PS_REGEXP)
diff --git a/app/helpers/submodule_helper.rb b/app/helpers/submodule_helper.rb
index 1db9ae3839c..9151543dfdc 100644
--- a/app/helpers/submodule_helper.rb
+++ b/app/helpers/submodule_helper.rb
@@ -11,7 +11,7 @@ module SubmoduleHelper
       url = File.join(Gitlab.config.gitlab.url, @project.full_path)
     end
 
-    if url =~ /([^\/:]+)\/([^\/]+(?:\.git)?)\Z/
+    if url =~ %r{([^/:]+)/([^/]+(?:\.git)?)\Z}
       namespace, project = $1, $2
       gitlab_hosts = [Gitlab.config.gitlab.url,
                       Gitlab.config.gitlab_shell.ssh_path_prefix]
@@ -23,7 +23,7 @@ module SubmoduleHelper
         end
       end
 
-      namespace.sub!(/\A\//, '')
+      namespace.sub!(%r{\A/}, '')
       project.rstrip!
       project.sub!(/\.git\z/, '')
 
@@ -47,11 +47,11 @@ module SubmoduleHelper
   protected
 
   def github_dot_com_url?(url)
-    url =~ /github\.com[\/:][^\/]+\/[^\/]+\Z/
+    url =~ %r{github\.com[/:][^/]+/[^/]+\Z}
   end
 
   def gitlab_dot_com_url?(url)
-    url =~ /gitlab\.com[\/:][^\/]+\/[^\/]+\Z/
+    url =~ %r{gitlab\.com[/:][^/]+/[^/]+\Z}
   end
 
   def self_url?(url, namespace, project)
@@ -65,7 +65,7 @@ module SubmoduleHelper
 
   def relative_self_url?(url)
     # (./)?(../repo.git) || (./)?(../../project/repo.git) )
-    url =~ /\A((\.\/)?(\.\.\/))(?!(\.\.)|(.*\/)).*(\.git)?\z/ || url =~ /\A((\.\/)?(\.\.\/){2})(?!(\.\.))([^\/]*)\/(?!(\.\.)|(.*\/)).*(\.git)?\z/
+    url =~ %r{\A((\./)?(\.\./))(?!(\.\.)|(.*/)).*(\.git)?\z} || url =~ %r{\A((\./)?(\.\./){2})(?!(\.\.))([^/]*)/(?!(\.\.)|(.*/)).*(\.git)?\z}
   end
 
   def standard_links(host, namespace, project, commit)
diff --git a/app/helpers/tree_helper.rb b/app/helpers/tree_helper.rb
index 5b2ea38a03d..d39cac0f510 100644
--- a/app/helpers/tree_helper.rb
+++ b/app/helpers/tree_helper.rb
@@ -110,7 +110,7 @@ module TreeHelper
 
   # returns the relative path of the first subdir that doesn't have only one directory descendant
   def flatten_tree(root_path, tree)
-    return tree.flat_path.sub(/\A#{root_path}\//, '') if tree.flat_path.present?
+    return tree.flat_path.sub(%r{\A#{root_path}/}, '') if tree.flat_path.present?
 
     subtree = Gitlab::Git::Tree.where(@repository, @commit.id, tree.path)
     if subtree.count == 1 && subtree.first.dir?
diff --git a/app/models/ci/build.rb b/app/models/ci/build.rb
index 6ced5fb0e24..78906e7a968 100644
--- a/app/models/ci/build.rb
+++ b/app/models/ci/build.rb
@@ -292,7 +292,7 @@ module Ci
 
     def repo_url
       auth = "gitlab-ci-token:#{ensure_token!}@"
-      project.http_url_to_repo.sub(/^https?:\/\//) do |prefix|
+      project.http_url_to_repo.sub(%r{^https?://}) do |prefix|
         prefix + auth
       end
     end
diff --git a/app/models/commit_status.rb b/app/models/commit_status.rb
index c0263c0b4e2..3469d5d795c 100644
--- a/app/models/commit_status.rb
+++ b/app/models/commit_status.rb
@@ -141,7 +141,7 @@ class CommitStatus < ActiveRecord::Base
   end
 
   def group_name
-    name.to_s.gsub(/\d+[\s:\/\\]+\d+\s*/, '').strip
+    name.to_s.gsub(%r{\d+[\s:/\\]+\d+\s*}, '').strip
   end
 
   def failed_but_allowed?
diff --git a/app/models/concerns/taskable.rb b/app/models/concerns/taskable.rb
index d07041c2fdf..ccd6f0e0a7d 100644
--- a/app/models/concerns/taskable.rb
+++ b/app/models/concerns/taskable.rb
@@ -9,13 +9,13 @@ require 'task_list/filter'
 module Taskable
   COMPLETED    = 'completed'.freeze
   INCOMPLETE   = 'incomplete'.freeze
-  ITEM_PATTERN = /
+  ITEM_PATTERN = %r{
     ^
     \s*(?:[-+*]|(?:\d+\.)) # list prefix required - task item has to be always in a list
     \s+                       # whitespace prefix has to be always presented for a list item
     (\[\s\]|\[[xX]\])         # checkbox
     (\s.+)                    # followed by whitespace and some text.
-  /x
+  }x
 
   def self.get_tasks(content)
     content.to_s.scan(ITEM_PATTERN).map do |checkbox, label|
diff --git a/app/models/environment.rb b/app/models/environment.rb
index bf69b4c50f0..2f6eae605ee 100644
--- a/app/models/environment.rb
+++ b/app/models/environment.rb
@@ -115,7 +115,7 @@ class Environment < ActiveRecord::Base
   def formatted_external_url
     return nil unless external_url
 
-    external_url.gsub(/\A.*?:\/\//, '')
+    external_url.gsub(%r{\A.*?://}, '')
   end
 
   def stop_action?
diff --git a/app/models/project.rb b/app/models/project.rb
index d0d0fd6e093..4def590a7a9 100644
--- a/app/models/project.rb
+++ b/app/models/project.rb
@@ -234,7 +234,7 @@ class Project < ActiveRecord::Base
   validates :creator, presence: true, on: :create
   validates :description, length: { maximum: 2000 }, allow_blank: true
   validates :ci_config_path,
-    format: { without: /(\.{2}|\A\/)/,
+    format: { without: %r{(\.{2}|\A/)},
               message: 'cannot include leading slash or directory traversal.' },
     length: { maximum: 255 },
     allow_blank: true
@@ -1338,7 +1338,7 @@ class Project < ActiveRecord::Base
     host = "#{subdomain}.#{Settings.pages.host}".downcase
 
     # The host in URL always needs to be downcased
-    url = Gitlab.config.pages.url.sub(/^https?:\/\//) do |prefix|
+    url = Gitlab.config.pages.url.sub(%r{^https?://}) do |prefix|
       "#{prefix}#{subdomain}."
     end.downcase
 
diff --git a/app/models/project_services/asana_service.rb b/app/models/project_services/asana_service.rb
index 9ce2d1153a7..109258d1eb7 100644
--- a/app/models/project_services/asana_service.rb
+++ b/app/models/project_services/asana_service.rb
@@ -84,7 +84,7 @@ http://app.asana.com/-/account_api'
     # - fix/ed/es/ing
     # - close/s/d
     # - closing
-    issue_finder = /(fix\w*|clos[ei]\w*+)?\W*(?:https:\/\/app\.asana\.com\/\d+\/\d+\/(\d+)|#(\d+))/i
+    issue_finder = %r{(fix\w*|clos[ei]\w*+)?\W*(?:https://app\.asana\.com/\d+/\d+/(\d+)|#(\d+))}i
 
     message.scan(issue_finder).each do |tuple|
       # tuple will be
diff --git a/app/models/project_services/issue_tracker_service.rb b/app/models/project_services/issue_tracker_service.rb
index 31984c5d7ed..5fb15c383ca 100644
--- a/app/models/project_services/issue_tracker_service.rb
+++ b/app/models/project_services/issue_tracker_service.rb
@@ -10,9 +10,9 @@ class IssueTrackerService < Service
   # overriden patterns. See ReferenceRegexes::EXTERNAL_PATTERN
   def self.reference_pattern(only_long: false)
     if only_long
-      %r{(\b[A-Z][A-Z0-9_]+-)(?<issue>\d+)}
+      /(\b[A-Z][A-Z0-9_]+-)(?<issue>\d+)/
     else
-      %r{(\b[A-Z][A-Z0-9_]+-|#{Issue.reference_prefix})(?<issue>\d+)}
+      /(\b[A-Z][A-Z0-9_]+-|#{Issue.reference_prefix})(?<issue>\d+)/
     end
   end
 
diff --git a/app/models/project_services/jira_service.rb b/app/models/project_services/jira_service.rb
index 23147d7f666..30eafe31454 100644
--- a/app/models/project_services/jira_service.rb
+++ b/app/models/project_services/jira_service.rb
@@ -19,7 +19,7 @@ class JiraService < IssueTrackerService
 
   # {PROJECT-KEY}-{NUMBER} Examples: JIRA-1, PROJECT-1
   def self.reference_pattern(only_long: true)
-    @reference_pattern ||= %r{(?<issue>\b([A-Z][A-Z0-9_]+-)\d+)}
+    @reference_pattern ||= /(?<issue>\b([A-Z][A-Z0-9_]+-)\d+)/
   end
 
   def initialize_properties
diff --git a/app/models/user.rb b/app/models/user.rb
index 9403da98268..fb5d56a68b0 100644
--- a/app/models/user.rb
+++ b/app/models/user.rb
@@ -842,13 +842,13 @@ class User < ActiveRecord::Base
   end
 
   def full_website_url
-    return "http://#{website_url}" if website_url !~ /\Ahttps?:\/\//
+    return "http://#{website_url}" if website_url !~ %r{\Ahttps?://}
 
     website_url
   end
 
   def short_website_url
-    website_url.sub(/\Ahttps?:\/\//, '')
+    website_url.sub(%r{\Ahttps?://}, '')
   end
 
   def all_ssh_keys
diff --git a/changelogs/unreleased/42497-rubocop-style-regexpliteral.yml b/changelogs/unreleased/42497-rubocop-style-regexpliteral.yml
new file mode 100644
index 00000000000..6053883bac4
--- /dev/null
+++ b/changelogs/unreleased/42497-rubocop-style-regexpliteral.yml
@@ -0,0 +1,5 @@
+---
+title: Enable RuboCop Style/RegexpLiteral
+merge_request: 16752
+author: Takuya Noguchi
+type: other
diff --git a/config/initializers/1_settings.rb b/config/initializers/1_settings.rb
index 899e612ffbd..5b4e6b5db88 100644
--- a/config/initializers/1_settings.rb
+++ b/config/initializers/1_settings.rb
@@ -110,7 +110,7 @@ class Settings < Settingslogic
       url = "http://#{url}" unless url.start_with?('http')
 
       # Get rid of the path so that we don't even have to encode it
-      url_without_path = url.sub(%r{(https?://[^\/]+)/?.*}, '\1')
+      url_without_path = url.sub(%r{(https?://[^/]+)/?.*}, '\1')
 
       URI.parse(url_without_path).host
     end
@@ -469,10 +469,10 @@ end
 # repository_downloads_path value.
 #
 repositories_storages          = Settings.repositories.storages.values
-repository_downloads_path      = Settings.gitlab['repository_downloads_path'].to_s.gsub(/\/$/, '')
+repository_downloads_path      = Settings.gitlab['repository_downloads_path'].to_s.gsub(%r{/$}, '')
 repository_downloads_full_path = File.expand_path(repository_downloads_path, Settings.gitlab['user_home'])
 
-if repository_downloads_path.blank? || repositories_storages.any? { |rs| [repository_downloads_path, repository_downloads_full_path].include?(rs['path'].gsub(/\/$/, '')) }
+if repository_downloads_path.blank? || repositories_storages.any? { |rs| [repository_downloads_path, repository_downloads_full_path].include?(rs['path'].gsub(%r{/$}, '')) }
   Settings.gitlab['repository_downloads_path'] = File.join(Settings.shared['path'], 'cache/archive')
 end
 
diff --git a/config/initializers/active_record_data_types.rb b/config/initializers/active_record_data_types.rb
index 0359e14b232..fda13d0c4cb 100644
--- a/config/initializers/active_record_data_types.rb
+++ b/config/initializers/active_record_data_types.rb
@@ -54,7 +54,7 @@ elsif Gitlab::Database.mysql?
     def initialize_type_map(mapping)
       super mapping
 
-      mapping.register_type(%r(timestamp)i) do |sql_type|
+      mapping.register_type(/timestamp/i) do |sql_type|
         precision = extract_precision(sql_type)
         ActiveRecord::ConnectionAdapters::AbstractMysqlAdapter::MysqlDateTimeWithTimeZone.new(precision: precision)
       end
diff --git a/config/routes/admin.rb b/config/routes/admin.rb
index 57e401c9b89..3cca1210e39 100644
--- a/config/routes/admin.rb
+++ b/config/routes/admin.rb
@@ -1,5 +1,5 @@
 namespace :admin do
-  resources :users, constraints: { id: /[a-zA-Z.\/0-9_\-]+/ } do
+  resources :users, constraints: { id: %r{[a-zA-Z./0-9_\-]+} } do
     resources :keys, only: [:show, :destroy]
     resources :identities, except: [:show]
     resources :impersonation_tokens, only: [:index, :create] do
diff --git a/config/routes/group.rb b/config/routes/group.rb
index 976837a246d..24c76bc55ab 100644
--- a/config/routes/group.rb
+++ b/config/routes/group.rb
@@ -35,7 +35,7 @@ constraints(GroupUrlConstrainer.new) do
       post :toggle_subscription, on: :member
     end
 
-    resources :milestones, constraints: { id: /[^\/]+/ }, only: [:index, :show, :edit, :update, :new, :create] do
+    resources :milestones, constraints: { id: %r{[^/]+} }, only: [:index, :show, :edit, :update, :new, :create] do
       member do
         get :merge_requests
         get :participants
@@ -52,7 +52,7 @@ constraints(GroupUrlConstrainer.new) do
 
     resources :uploads, only: [:create] do
       collection do
-        get ":secret/:filename", action: :show, as: :show, constraints: { filename: /[^\/]+/ }
+        get ":secret/:filename", action: :show, as: :show, constraints: { filename: %r{[^/]+} }
       end
     end
   end
diff --git a/config/routes/project.rb b/config/routes/project.rb
index 0496bd85b4e..bcaa68c8ce5 100644
--- a/config/routes/project.rb
+++ b/config/routes/project.rb
@@ -40,7 +40,7 @@ constraints(ProjectUrlConstrainer.new) do
       #
       # Templates
       #
-      get '/templates/:template_type/:key' => 'templates#show', as: :template, constraints: { key: /[^\/]+/ }
+      get '/templates/:template_type/:key' => 'templates#show', as: :template, constraints: { key: %r{[^/]+} }
 
       resource  :avatar, only: [:show, :destroy]
       resources :commit, only: [:show], constraints: { id: /\h{7,40}/ } do
@@ -55,7 +55,7 @@ constraints(ProjectUrlConstrainer.new) do
       end
 
       resource :pages, only: [:show, :destroy] do
-        resources :domains, only: [:show, :new, :create, :destroy], controller: 'pages_domains', constraints: { id: /[^\/]+/ }
+        resources :domains, only: [:show, :new, :create, :destroy], controller: 'pages_domains', constraints: { id: %r{[^/]+} }
       end
 
       resources :snippets, concerns: :awardable, constraints: { id: /\d+/ } do
@@ -65,7 +65,7 @@ constraints(ProjectUrlConstrainer.new) do
         end
       end
 
-      resources :services, constraints: { id: /[^\/]+/ }, only: [:index, :edit, :update] do
+      resources :services, constraints: { id: %r{[^/]+} }, only: [:index, :edit, :update] do
         member do
           put :test
         end
@@ -346,7 +346,7 @@ constraints(ProjectUrlConstrainer.new) do
         end
       end
 
-      resources :project_members, except: [:show, :new, :edit], constraints: { id: /[a-zA-Z.\/0-9_\-#%+]+/ }, concerns: :access_requestable do
+      resources :project_members, except: [:show, :new, :edit], constraints: { id: %r{[a-zA-Z./0-9_\-#%+]+} }, concerns: :access_requestable do
         collection do
           delete :leave
 
@@ -379,7 +379,7 @@ constraints(ProjectUrlConstrainer.new) do
 
       resources :uploads, only: [:create] do
         collection do
-          get ":secret/:filename", action: :show, as: :show, constraints: { filename: /[^\/]+/ }
+          get ":secret/:filename", action: :show, as: :show, constraints: { filename: %r{[^/]+} }
         end
       end
 
diff --git a/config/routes/uploads.rb b/config/routes/uploads.rb
index d7bca8310e4..6370645bcb9 100644
--- a/config/routes/uploads.rb
+++ b/config/routes/uploads.rb
@@ -2,17 +2,17 @@ scope path: :uploads do
   # Note attachments and User/Group/Project avatars
   get "-/system/:model/:mounted_as/:id/:filename",
       to:           "uploads#show",
-      constraints:  { model: /note|user|group|project/, mounted_as: /avatar|attachment/, filename: /[^\/]+/ }
+      constraints:  { model: /note|user|group|project/, mounted_as: /avatar|attachment/, filename: %r{[^/]+} }
 
   # show uploads for models, snippets (notes) available for now
   get '-/system/:model/:id/:secret/:filename',
     to: 'uploads#show',
-    constraints: { model: /personal_snippet/, id: /\d+/, filename: /[^\/]+/ }
+    constraints: { model: /personal_snippet/, id: /\d+/, filename: %r{[^/]+} }
 
   # show temporary uploads
   get '-/system/temp/:secret/:filename',
     to: 'uploads#show',
-    constraints: { filename: /[^\/]+/ }
+    constraints: { filename: %r{[^/]+} }
 
   # Appearance
   get "-/system/:model/:mounted_as/:id/:filename",
@@ -22,7 +22,7 @@ scope path: :uploads do
   # Project markdown uploads
   get ":namespace_id/:project_id/:secret/:filename",
     to:           "projects/uploads#show",
-    constraints:  { namespace_id: /[a-zA-Z.0-9_\-]+/, project_id: /[a-zA-Z.0-9_\-]+/, filename: /[^\/]+/ }
+    constraints:  { namespace_id: /[a-zA-Z.0-9_\-]+/, project_id: /[a-zA-Z.0-9_\-]+/, filename: %r{[^/]+} }
 
   # create uploads for models, snippets (notes) available for now
   post ':model',
@@ -34,4 +34,4 @@ end
 # Redirect old note attachments path to new uploads path.
 get "files/note/:id/:filename",
   to:           redirect("uploads/note/attachment/%{id}/%{filename}"),
-  constraints:  { filename: /[^\/]+/ }
+  constraints:  { filename: %r{[^/]+} }
diff --git a/features/steps/project/source/markdown_render.rb b/features/steps/project/source/markdown_render.rb
index fc4ef26f6b6..db99c179439 100644
--- a/features/steps/project/source/markdown_render.rb
+++ b/features/steps/project/source/markdown_render.rb
@@ -193,7 +193,7 @@ class Spinach::Features::ProjectSourceMarkdownRender < Spinach::FeatureSteps
   end
 
   step 'The link with text "/ID" should have url "tree/markdownID"' do
-    find('a', text: /^\/#id$/)['href'] == current_host + project_tree_path(@project, "markdown") + '#id'
+    find('a', text: %r{^/#id$})['href'] == current_host + project_tree_path(@project, "markdown") + '#id'
   end
 
   step 'The link with text "README.mdID" '\
@@ -203,7 +203,7 @@ class Spinach::Features::ProjectSourceMarkdownRender < Spinach::FeatureSteps
 
   step 'The link with text "d/README.mdID" should have '\
        'url "blob/markdown/d/README.mdID"' do
-    find('a', text: /^d\/README.md#id$/)['href'] == current_host + project_blob_path(@project, "d/markdown/README.md") + '#id'
+    find('a', text: %r{^d/README.md#id$})['href'] == current_host + project_blob_path(@project, "d/markdown/README.md") + '#id'
   end
 
   step 'The link with text "ID" should have url "blob/markdown/README.mdID"' do
@@ -212,7 +212,7 @@ class Spinach::Features::ProjectSourceMarkdownRender < Spinach::FeatureSteps
   end
 
   step 'The link with text "/ID" should have url "blob/markdown/README.mdID"' do
-    find('a', text: /^\/#id$/)['href'] == current_host + project_blob_path(@project, "markdown/README.md") + '#id'
+    find('a', text: %r{^/#id$})['href'] == current_host + project_blob_path(@project, "markdown/README.md") + '#id'
   end
 
   # Wiki
diff --git a/lib/api/templates.rb b/lib/api/templates.rb
index 6550b331fb8..41862768a3f 100644
--- a/lib/api/templates.rb
+++ b/lib/api/templates.rb
@@ -17,15 +17,15 @@ module API
       }
     }.freeze
     PROJECT_TEMPLATE_REGEX =
-      /[\<\{\[]
+      %r{[\<\{\[]
         (project|description|
         one\sline\s.+\swhat\sit\sdoes\.) # matching the start and end is enough here
-      [\>\}\]]/xi.freeze
+      [\>\}\]]}xi.freeze
     YEAR_TEMPLATE_REGEX = /[<{\[](year|yyyy)[>}\]]/i.freeze
     FULLNAME_TEMPLATE_REGEX =
-      /[\<\{\[]
+      %r{[\<\{\[]
         (fullname|name\sof\s(author|copyright\sowner))
-      [\>\}\]]/xi.freeze
+      [\>\}\]]}xi.freeze
 
     helpers do
       def parsed_license_template
diff --git a/lib/api/v3/projects.rb b/lib/api/v3/projects.rb
index a7f0813bf74..c856ba99f09 100644
--- a/lib/api/v3/projects.rb
+++ b/lib/api/v3/projects.rb
@@ -173,7 +173,7 @@ module API
           use :sort_params
           use :pagination
         end
-        get "/search/:query", requirements: { query: /[^\/]+/ } do
+        get "/search/:query", requirements: { query: %r{[^/]+} } do
           search_service = Search::GlobalService.new(current_user, search: params[:query]).execute
           projects = search_service.objects('projects', params[:page], false)
           projects = projects.reorder(params[:order_by] => params[:sort])
diff --git a/lib/api/v3/templates.rb b/lib/api/v3/templates.rb
index 7298203df10..b82b02b5f49 100644
--- a/lib/api/v3/templates.rb
+++ b/lib/api/v3/templates.rb
@@ -16,15 +16,15 @@ module API
         }
       }.freeze
       PROJECT_TEMPLATE_REGEX =
-        /[\<\{\[]
+        %r{[\<\{\[]
           (project|description|
           one\sline\s.+\swhat\sit\sdoes\.) # matching the start and end is enough here
-        [\>\}\]]/xi.freeze
+        [\>\}\]]}xi.freeze
       YEAR_TEMPLATE_REGEX = /[<{\[](year|yyyy)[>}\]]/i.freeze
       FULLNAME_TEMPLATE_REGEX =
-        /[\<\{\[]
+        %r{[\<\{\[]
           (fullname|name\sof\s(author|copyright\sowner))
-        [\>\}\]]/xi.freeze
+        [\>\}\]]}xi.freeze
       DEPRECATION_MESSAGE = ' This endpoint is deprecated and has been removed in V4.'.freeze
 
       helpers do
diff --git a/lib/banzai/filter/emoji_filter.rb b/lib/banzai/filter/emoji_filter.rb
index 6255a611dbe..b82c6ca6393 100644
--- a/lib/banzai/filter/emoji_filter.rb
+++ b/lib/banzai/filter/emoji_filter.rb
@@ -54,9 +54,9 @@ module Banzai
       # Build a regexp that matches all valid :emoji: names.
       def self.emoji_pattern
         @emoji_pattern ||=
-          /(?<=[^[:alnum:]:]|\n|^)
+          %r{(?<=[^[:alnum:]:]|\n|^)
           :(#{Gitlab::Emoji.emojis_names.map { |name| Regexp.escape(name) }.join('|')}):
-          (?=[^[:alnum:]:]|$)/x
+          (?=[^[:alnum:]:]|$)}x
       end
 
       # Build a regexp that matches all valid unicode emojis names.
diff --git a/lib/banzai/filter/gollum_tags_filter.rb b/lib/banzai/filter/gollum_tags_filter.rb
index 2e259904673..c2b42673376 100644
--- a/lib/banzai/filter/gollum_tags_filter.rb
+++ b/lib/banzai/filter/gollum_tags_filter.rb
@@ -51,10 +51,10 @@ module Banzai
       # See https://github.com/gollum/gollum/wiki
       #
       # Rubular: http://rubular.com/r/7dQnE5CUCH
-      TAGS_PATTERN = %r{\[\[(.+?)\]\]}.freeze
+      TAGS_PATTERN = /\[\[(.+?)\]\]/.freeze
 
       # Pattern to match allowed image extensions
-      ALLOWED_IMAGE_EXTENSIONS = %r{.+(jpg|png|gif|svg|bmp)\z}i.freeze
+      ALLOWED_IMAGE_EXTENSIONS = /.+(jpg|png|gif|svg|bmp)\z/i.freeze
 
       def call
         search_text_nodes(doc).each do |node|
diff --git a/lib/container_registry/registry.rb b/lib/container_registry/registry.rb
index 63bce655f57..f90d711474a 100644
--- a/lib/container_registry/registry.rb
+++ b/lib/container_registry/registry.rb
@@ -11,7 +11,7 @@ module ContainerRegistry
     private
 
     def default_path
-      @uri.sub(/^https?:\/\//, '')
+      @uri.sub(%r{^https?://}, '')
     end
   end
 end
diff --git a/lib/extracts_path.rb b/lib/extracts_path.rb
index d8aca3304c5..a9b04c183ad 100644
--- a/lib/extracts_path.rb
+++ b/lib/extracts_path.rb
@@ -56,7 +56,7 @@ module ExtractsPath
 
       if valid_refs.length == 0
         # No exact ref match, so just try our best
-        pair = id.match(/([^\/]+)(.*)/).captures
+        pair = id.match(%r{([^/]+)(.*)}).captures
       else
         # There is a distinct possibility that multiple refs prefix the ID.
         # Use the longest match to maximize the chance that we have the
@@ -68,7 +68,7 @@ module ExtractsPath
     end
 
     # Remove ending slashes from path
-    pair[1].gsub!(/^\/|\/$/, '')
+    pair[1].gsub!(%r{^/|/$}, '')
 
     pair
   end
diff --git a/lib/gitlab/background_migration/populate_untracked_uploads.rb b/lib/gitlab/background_migration/populate_untracked_uploads.rb
index 81e95e5832d..d60e41d9f9d 100644
--- a/lib/gitlab/background_migration/populate_untracked_uploads.rb
+++ b/lib/gitlab/background_migration/populate_untracked_uploads.rb
@@ -12,7 +12,7 @@ module Gitlab
 
         # Ends with /:random_hex/:filename
         FILE_UPLOADER_PATH = %r{/\h+/[^/]+\z}
-        FULL_PATH_CAPTURE = %r{\A(.+)#{FILE_UPLOADER_PATH}}
+        FULL_PATH_CAPTURE = /\A(.+)#{FILE_UPLOADER_PATH}/
 
         # These regex patterns are tested against a relative path, relative to
         # the upload directory.
diff --git a/lib/gitlab/ci/build/artifacts/metadata/entry.rb b/lib/gitlab/ci/build/artifacts/metadata/entry.rb
index 5b2f09e03ea..428c0505808 100644
--- a/lib/gitlab/ci/build/artifacts/metadata/entry.rb
+++ b/lib/gitlab/ci/build/artifacts/metadata/entry.rb
@@ -97,7 +97,7 @@ module Gitlab
             end
 
             def total_size
-              descendant_pattern = %r{^#{Regexp.escape(@path.to_s)}}
+              descendant_pattern = /^#{Regexp.escape(@path.to_s)}/
               entries.sum do |path, entry|
                 (entry[:size] if path =~ descendant_pattern).to_i
               end
diff --git a/lib/gitlab/dependency_linker/composer_json_linker.rb b/lib/gitlab/dependency_linker/composer_json_linker.rb
index 0245bf4077a..cfd4ec15125 100644
--- a/lib/gitlab/dependency_linker/composer_json_linker.rb
+++ b/lib/gitlab/dependency_linker/composer_json_linker.rb
@@ -11,7 +11,7 @@ module Gitlab
       end
 
       def package_url(name)
-        "https://packagist.org/packages/#{name}" if name =~ %r{\A#{REPO_REGEX}\z}
+        "https://packagist.org/packages/#{name}" if name =~ /\A#{REPO_REGEX}\z/
       end
     end
   end
diff --git a/lib/gitlab/dependency_linker/gemfile_linker.rb b/lib/gitlab/dependency_linker/gemfile_linker.rb
index d034ea67387..bfea836bcb2 100644
--- a/lib/gitlab/dependency_linker/gemfile_linker.rb
+++ b/lib/gitlab/dependency_linker/gemfile_linker.rb
@@ -15,7 +15,7 @@ module Gitlab
         link_regex(/(github:|:github\s*=>)\s*['"](?<name>[^'"]+)['"]/, &method(:github_url))
 
         # Link `git: "https://gitlab.example.com/user/repo"` to https://gitlab.example.com/user/repo
-        link_regex(%r{(git:|:git\s*=>)\s*['"](?<name>#{URL_REGEX})['"]}, &:itself)
+        link_regex(/(git:|:git\s*=>)\s*['"](?<name>#{URL_REGEX})['"]/, &:itself)
 
         # Link `source "https://rubygems.org"` to https://rubygems.org
         link_method_call('source', URL_REGEX, &:itself)
diff --git a/lib/gitlab/dependency_linker/podspec_linker.rb b/lib/gitlab/dependency_linker/podspec_linker.rb
index a52c7a02439..924e55e9820 100644
--- a/lib/gitlab/dependency_linker/podspec_linker.rb
+++ b/lib/gitlab/dependency_linker/podspec_linker.rb
@@ -12,7 +12,7 @@ module Gitlab
       def link_dependencies
         link_method_call('homepage', URL_REGEX, &:itself)
 
-        link_regex(%r{(git:|:git\s*=>)\s*['"](?<name>#{URL_REGEX})['"]}, &:itself)
+        link_regex(/(git:|:git\s*=>)\s*['"](?<name>#{URL_REGEX})['"]/, &:itself)
 
         link_method_call('license', &method(:license_url))
         link_regex(/license\s*=\s*\{\s*(type:|:type\s*=>)\s*#{STRING_REGEX}/, &method(:license_url))
diff --git a/lib/gitlab/email/reply_parser.rb b/lib/gitlab/email/reply_parser.rb
index 558df87f36d..01c28d051ee 100644
--- a/lib/gitlab/email/reply_parser.rb
+++ b/lib/gitlab/email/reply_parser.rb
@@ -43,7 +43,7 @@ module Gitlab
         return "" unless decoded
 
         # Certain trigger phrases that means we didn't parse correctly
-        if decoded =~ /(Content\-Type\:|multipart\/alternative|text\/plain)/
+        if decoded =~ %r{(Content\-Type\:|multipart/alternative|text/plain)}
           return ""
         end
 
diff --git a/lib/gitlab/file_detector.rb b/lib/gitlab/file_detector.rb
index 0e9ef4f897c..cc2638172ec 100644
--- a/lib/gitlab/file_detector.rb
+++ b/lib/gitlab/file_detector.rb
@@ -6,14 +6,14 @@ module Gitlab
   module FileDetector
     PATTERNS = {
       # Project files
-      readme: /\Areadme[^\/]*\z/i,
-      changelog: /\A(changelog|history|changes|news)[^\/]*\z/i,
-      license: /\A(licen[sc]e|copying)(\.[^\/]+)?\z/i,
-      contributing: /\Acontributing[^\/]*\z/i,
+      readme: %r{\Areadme[^/]*\z}i,
+      changelog: %r{\A(changelog|history|changes|news)[^/]*\z}i,
+      license: %r{\A(licen[sc]e|copying)(\.[^/]+)?\z}i,
+      contributing: %r{\Acontributing[^/]*\z}i,
       version: 'version',
       avatar: /\Alogo\.(png|jpg|gif)\z/,
-      issue_template: /\A\.gitlab\/issue_templates\/[^\/]+\.md\z/,
-      merge_request_template: /\A\.gitlab\/merge_request_templates\/[^\/]+\.md\z/,
+      issue_template: %r{\A\.gitlab/issue_templates/[^/]+\.md\z},
+      merge_request_template: %r{\A\.gitlab/merge_request_templates/[^/]+\.md\z},
 
       # Configuration files
       gitignore: '.gitignore',
@@ -22,17 +22,17 @@ module Gitlab
       route_map: '.gitlab/route-map.yml',
 
       # Dependency files
-      cartfile: /\ACartfile[^\/]*\z/,
+      cartfile: %r{\ACartfile[^/]*\z},
       composer_json: 'composer.json',
       gemfile: /\A(Gemfile|gems\.rb)\z/,
       gemfile_lock: 'Gemfile.lock',
-      gemspec: /\A[^\/]*\.gemspec\z/,
+      gemspec: %r{\A[^/]*\.gemspec\z},
       godeps_json: 'Godeps.json',
       package_json: 'package.json',
       podfile: 'Podfile',
-      podspec_json: /\A[^\/]*\.podspec\.json\z/,
-      podspec: /\A[^\/]*\.podspec\z/,
-      requirements_txt: /\A[^\/]*requirements\.txt\z/,
+      podspec_json: %r{\A[^/]*\.podspec\.json\z},
+      podspec: %r{\A[^/]*\.podspec\z},
+      requirements_txt: %r{\A[^/]*requirements\.txt\z},
       yarn_lock: 'yarn.lock'
     }.freeze
 
diff --git a/lib/gitlab/git.rb b/lib/gitlab/git.rb
index 71647099f83..c77db0f685f 100644
--- a/lib/gitlab/git.rb
+++ b/lib/gitlab/git.rb
@@ -11,7 +11,7 @@ module Gitlab
       include Gitlab::EncodingHelper
 
       def ref_name(ref)
-        encode!(ref).sub(/\Arefs\/(tags|heads|remotes)\//, '')
+        encode!(ref).sub(%r{\Arefs/(tags|heads|remotes)/}, '')
       end
 
       def branch_name(ref)
diff --git a/lib/gitlab/git/blob.rb b/lib/gitlab/git/blob.rb
index 13120120223..4828301dbb9 100644
--- a/lib/gitlab/git/blob.rb
+++ b/lib/gitlab/git/blob.rb
@@ -107,7 +107,7 @@ module Gitlab
         def find_entry_by_path(repository, root_id, path)
           root_tree = repository.lookup(root_id)
           # Strip leading slashes
-          path[/^\/*/] = ''
+          path[%r{^/*}] = ''
           path_arr = path.split('/')
 
           entry = root_tree.find do |entry|
@@ -140,7 +140,7 @@ module Gitlab
         def find_by_gitaly(repository, sha, path, limit: MAX_DATA_DISPLAY_SIZE)
           return unless path
 
-          path = path.sub(/\A\/*/, '')
+          path = path.sub(%r{\A/*}, '')
           path = '/' if path.empty?
           name = File.basename(path)
 
diff --git a/lib/gitlab/git/path_helper.rb b/lib/gitlab/git/path_helper.rb
index 42c80aabd0a..155cf52f050 100644
--- a/lib/gitlab/git/path_helper.rb
+++ b/lib/gitlab/git/path_helper.rb
@@ -6,7 +6,7 @@ module Gitlab
       class << self
         def normalize_path(filename)
           # Strip all leading slashes so that //foo -> foo
-          filename[/^\/*/] = ''
+          filename[%r{^/*}] = ''
 
           # Expand relative paths (e.g. foo/../bar)
           filename = Pathname.new(filename)
diff --git a/lib/gitlab/git/ref.rb b/lib/gitlab/git/ref.rb
index a3ba9475ad0..fa71a4e7ea7 100644
--- a/lib/gitlab/git/ref.rb
+++ b/lib/gitlab/git/ref.rb
@@ -23,7 +23,7 @@ module Gitlab
       # Ex.
       #   Ref.extract_branch_name('refs/heads/master') #=> 'master'
       def self.extract_branch_name(str)
-        str.gsub(/\Arefs\/heads\//, '')
+        str.gsub(%r{\Arefs/heads/}, '')
       end
 
       # Gitaly: this method will probably be migrated indirectly via its call sites.
diff --git a/lib/gitlab/git/repository.rb b/lib/gitlab/git/repository.rb
index 932552d3e80..68b54d28876 100644
--- a/lib/gitlab/git/repository.rb
+++ b/lib/gitlab/git/repository.rb
@@ -1392,7 +1392,7 @@ module Gitlab
       end
 
       def search_files_by_name(query, ref)
-        safe_query = Regexp.escape(query.sub(/^\/*/, ""))
+        safe_query = Regexp.escape(query.sub(%r{^/*}, ""))
 
         return [] if empty? || safe_query.blank?
 
@@ -2002,7 +2002,7 @@ module Gitlab
         target_commit = Gitlab::Git::Commit.find(self, rugged_ref.target)
         Gitlab::Git::Branch.new(self, rugged_ref.name, rugged_ref.target, target_commit)
       rescue Rugged::ReferenceError => e
-        raise InvalidRef.new("Branch #{ref} already exists") if e.to_s =~ /'refs\/heads\/#{ref}'/
+        raise InvalidRef.new("Branch #{ref} already exists") if e.to_s =~ %r{'refs/heads/#{ref}'}
 
         raise InvalidRef.new("Invalid reference #{start_point}")
       end
diff --git a/lib/gitlab/git/repository_mirroring.rb b/lib/gitlab/git/repository_mirroring.rb
index effb1f0ca19..dc424a433fb 100644
--- a/lib/gitlab/git/repository_mirroring.rb
+++ b/lib/gitlab/git/repository_mirroring.rb
@@ -43,7 +43,7 @@ module Gitlab
         branches = []
 
         rugged.references.each("refs/remotes/#{remote_name}/*").map do |ref|
-          name = ref.name.sub(/\Arefs\/remotes\/#{remote_name}\//, '')
+          name = ref.name.sub(%r{\Arefs/remotes/#{remote_name}/}, '')
 
           begin
             target_commit = Gitlab::Git::Commit.find(self, ref.target)
diff --git a/lib/gitlab/github_import/representation/diff_note.rb b/lib/gitlab/github_import/representation/diff_note.rb
index bb7439a0641..be1334ca98a 100644
--- a/lib/gitlab/github_import/representation/diff_note.rb
+++ b/lib/gitlab/github_import/representation/diff_note.rb
@@ -13,7 +13,7 @@ module Gitlab
                          :diff_hunk, :author, :note, :created_at, :updated_at,
                          :github_id
 
-        NOTEABLE_ID_REGEX = /\/pull\/(?<iid>\d+)/i
+        NOTEABLE_ID_REGEX = %r{/pull/(?<iid>\d+)}i
 
         # Builds a diff note from a GitHub API response.
         #
diff --git a/lib/gitlab/github_import/representation/note.rb b/lib/gitlab/github_import/representation/note.rb
index a68bc4c002f..070e3b2db8d 100644
--- a/lib/gitlab/github_import/representation/note.rb
+++ b/lib/gitlab/github_import/representation/note.rb
@@ -12,7 +12,7 @@ module Gitlab
         expose_attribute :noteable_id, :noteable_type, :author, :note,
                          :created_at, :updated_at, :github_id
 
-        NOTEABLE_TYPE_REGEX = /\/(?<type>(pull|issues))\/(?<iid>\d+)/i
+        NOTEABLE_TYPE_REGEX = %r{/(?<type>(pull|issues))/(?<iid>\d+)}i
 
         # Builds a note from a GitHub API response.
         #
diff --git a/lib/gitlab/import_export/file_importer.rb b/lib/gitlab/import_export/file_importer.rb
index 5c971564a73..0f4c3498036 100644
--- a/lib/gitlab/import_export/file_importer.rb
+++ b/lib/gitlab/import_export/file_importer.rb
@@ -59,7 +59,7 @@ module Gitlab
       end
 
       def extracted_files
-        Dir.glob("#{@shared.export_path}/**/*", File::FNM_DOTMATCH).reject { |f| f =~ /.*\/\.{1,2}$/ }
+        Dir.glob("#{@shared.export_path}/**/*", File::FNM_DOTMATCH).reject { |f| f =~ %r{.*/\.{1,2}$} }
       end
     end
   end
diff --git a/lib/gitlab/metrics/subscribers/action_view.rb b/lib/gitlab/metrics/subscribers/action_view.rb
index 274436ca2b4..b600e8a2a50 100644
--- a/lib/gitlab/metrics/subscribers/action_view.rb
+++ b/lib/gitlab/metrics/subscribers/action_view.rb
@@ -34,7 +34,7 @@ module Gitlab
         end
 
         def relative_path(path)
-          path.gsub(/^#{Rails.root.to_s}\/?/, '')
+          path.gsub(%r{^#{Rails.root.to_s}/?}, '')
         end
 
         def values_for(event)
diff --git a/lib/gitlab/middleware/go.rb b/lib/gitlab/middleware/go.rb
index c6a56277922..afbc2600634 100644
--- a/lib/gitlab/middleware/go.rb
+++ b/lib/gitlab/middleware/go.rb
@@ -56,12 +56,12 @@ module Gitlab
       end
 
       def strip_url(url)
-        url.gsub(/\Ahttps?:\/\//, '')
+        url.gsub(%r{\Ahttps?://}, '')
       end
 
       def project_path(request)
         path_info = request.env["PATH_INFO"]
-        path_info.sub!(/^\//, '')
+        path_info.sub!(%r{^/}, '')
 
         project_path_match = "#{path_info}/".match(PROJECT_PATH_REGEX)
         return unless project_path_match
diff --git a/lib/gitlab/middleware/static.rb b/lib/gitlab/middleware/static.rb
index 85ffa8aca68..aa1e9dc0fdb 100644
--- a/lib/gitlab/middleware/static.rb
+++ b/lib/gitlab/middleware/static.rb
@@ -1,7 +1,7 @@
 module Gitlab
   module Middleware
     class Static < ActionDispatch::Static
-      UPLOADS_REGEX = /\A\/uploads(\/|\z)/.freeze
+      UPLOADS_REGEX = %r{\A/uploads(/|\z)}.freeze
 
       def call(env)
         return @app.call(env) if env['PATH_INFO'] =~ UPLOADS_REGEX
diff --git a/lib/gitlab/quick_actions/spend_time_and_date_separator.rb b/lib/gitlab/quick_actions/spend_time_and_date_separator.rb
index 3f52402b31f..7328c517a30 100644
--- a/lib/gitlab/quick_actions/spend_time_and_date_separator.rb
+++ b/lib/gitlab/quick_actions/spend_time_and_date_separator.rb
@@ -9,7 +9,7 @@ module Gitlab
     # if date doesn't present return time with current date
     # in other cases return nil
     class SpendTimeAndDateSeparator
-      DATE_REGEX = /(\d{2,4}[\/\-.]\d{1,2}[\/\-.]\d{1,2})/
+      DATE_REGEX = %r{(\d{2,4}[/\-.]\d{1,2}[/\-.]\d{1,2})}
 
       def initialize(spend_command_arg)
         @spend_arg = spend_command_arg
diff --git a/lib/gitlab/repo_path.rb b/lib/gitlab/repo_path.rb
index 3591fa9145e..79265cf952d 100644
--- a/lib/gitlab/repo_path.rb
+++ b/lib/gitlab/repo_path.rb
@@ -30,7 +30,7 @@ module Gitlab
         raise NotFoundError.new("No known storage path matches #{repo_path.inspect}")
       end
 
-      result.sub(/\A\/*/, '')
+      result.sub(%r{\A/*}, '')
     end
 
     def self.find_project(project_path)
diff --git a/lib/gitlab/setup_helper.rb b/lib/gitlab/setup_helper.rb
index d01213bb6e0..e90a90508a2 100644
--- a/lib/gitlab/setup_helper.rb
+++ b/lib/gitlab/setup_helper.rb
@@ -31,7 +31,7 @@ module Gitlab
           storages << { name: 'test_second_storage', path: Rails.root.join('tmp', 'tests', 'second_storage').to_s }
         end
 
-        config = { socket_path: address.sub(%r{\Aunix:}, ''), storage: storages }
+        config = { socket_path: address.sub(/\Aunix:/, ''), storage: storages }
         config[:auth] = { token: 'secret' } if Rails.env.test?
         config[:'gitaly-ruby'] = { dir: File.join(gitaly_dir, 'ruby') } if gitaly_ruby
         config[:'gitlab-shell'] = { dir: Gitlab.config.gitlab_shell.path }
diff --git a/lib/gitlab/sherlock/file_sample.rb b/lib/gitlab/sherlock/file_sample.rb
index 8a3e1a5e5bf..89072b01f2e 100644
--- a/lib/gitlab/sherlock/file_sample.rb
+++ b/lib/gitlab/sherlock/file_sample.rb
@@ -16,7 +16,7 @@ module Gitlab
       end
 
       def relative_path
-        @relative_path ||= @file.gsub(/^#{Rails.root.to_s}\/?/, '')
+        @relative_path ||= @file.gsub(%r{^#{Rails.root.to_s}/?}, '')
       end
 
       def to_param
diff --git a/lib/gitlab/sherlock/middleware.rb b/lib/gitlab/sherlock/middleware.rb
index 687332fc5fc..4c88e33699a 100644
--- a/lib/gitlab/sherlock/middleware.rb
+++ b/lib/gitlab/sherlock/middleware.rb
@@ -2,7 +2,7 @@ module Gitlab
   module Sherlock
     # Rack middleware used for tracking request metrics.
     class Middleware
-      CONTENT_TYPES = /text\/html|application\/json/i
+      CONTENT_TYPES = %r{text/html|application/json}i
 
       IGNORE_PATHS = %r{^/sherlock}
 
diff --git a/lib/gitlab/sherlock/query.rb b/lib/gitlab/sherlock/query.rb
index 948bf5e6528..02ddc3f47eb 100644
--- a/lib/gitlab/sherlock/query.rb
+++ b/lib/gitlab/sherlock/query.rb
@@ -4,7 +4,7 @@ module Gitlab
       attr_reader :id, :query, :started_at, :finished_at, :backtrace
 
       # SQL identifiers that should be prefixed with newlines.
-      PREFIX_NEWLINE = /
+      PREFIX_NEWLINE = %r{
         \s+(FROM
           |(LEFT|RIGHT)?INNER\s+JOIN
           |(LEFT|RIGHT)?OUTER\s+JOIN
@@ -13,7 +13,7 @@ module Gitlab
           |GROUP\s+BY
           |ORDER\s+BY
           |LIMIT
-          |OFFSET)\s+/ix # Vim indent breaks when this is on a newline :<
+          |OFFSET)\s+}ix # Vim indent breaks when this is on a newline :<
 
       # Creates a new Query using a String and a separate Array of bindings.
       #
diff --git a/lib/gitlab/upgrader.rb b/lib/gitlab/upgrader.rb
index d545f2f95f1..024be6aca44 100644
--- a/lib/gitlab/upgrader.rb
+++ b/lib/gitlab/upgrader.rb
@@ -49,7 +49,7 @@ module Gitlab
 
     def fetch_git_tags
       remote_tags, _ = Gitlab::Popen.popen(%W(#{Gitlab.config.git.bin_path} ls-remote --tags https://gitlab.com/gitlab-org/gitlab-ce.git))
-      remote_tags.split("\n").grep(/tags\/v#{current_version.major}/)
+      remote_tags.split("\n").grep(%r{tags/v#{current_version.major}})
     end
 
     def update_commands
diff --git a/qa/qa/page/menu/side.rb b/qa/qa/page/menu/side.rb
index 5fdcea20029..7e028add2ef 100644
--- a/qa/qa/page/menu/side.rb
+++ b/qa/qa/page/menu/side.rb
@@ -7,7 +7,7 @@ module QA
           element :settings_link, 'link_to edit_project_path'
           element :repository_link, "title: 'Repository'"
           element :pipelines_settings_link, "title: 'CI / CD'"
-          element :issues_link, %r{link_to.*shortcuts-issues}
+          element :issues_link, /link_to.*shortcuts-issues/
           element :issues_link_text, "Issues"
           element :top_level_items, '.sidebar-top-level-items'
           element :activity_link, "title: 'Activity'"
diff --git a/qa/spec/runtime/rsa_key.rb b/qa/spec/runtime/rsa_key.rb
index ff277b9077b..6d7ab4dcd2e 100644
--- a/qa/spec/runtime/rsa_key.rb
+++ b/qa/spec/runtime/rsa_key.rb
@@ -3,7 +3,7 @@ describe QA::Runtime::RSAKey do
     subject { described_class.new.public_key }
 
     it 'generates a public RSA key' do
-      expect(subject).to match(/\Assh\-rsa AAAA[0-9A-Za-z+\/]+={0,3}\z/)
+      expect(subject).to match(%r{\Assh\-rsa AAAA[0-9A-Za-z+/]+={0,3}\z})
     end
   end
 end
diff --git a/rubocop/cop/migration/update_column_in_batches.rb b/rubocop/cop/migration/update_column_in_batches.rb
index db2b5564297..5461abc5ee0 100644
--- a/rubocop/cop/migration/update_column_in_batches.rb
+++ b/rubocop/cop/migration/update_column_in_batches.rb
@@ -29,7 +29,7 @@ module RuboCop
           path = Pathname.new(source_name).relative_path_from(rails_root)
           dirname = File.dirname(path)
             .sub(%r{\Adb/(migrate|post_migrate)}, 'spec/migrations')
-          filename = File.basename(source_name, '.rb').sub(%r{\A\d+_}, '')
+          filename = File.basename(source_name, '.rb').sub(/\A\d+_/, '')
 
           File.join(dirname, "#{filename}_spec.rb")
         end
diff --git a/spec/controllers/projects/jobs_controller_spec.rb b/spec/controllers/projects/jobs_controller_spec.rb
index e6a4e7c8257..db595430979 100644
--- a/spec/controllers/projects/jobs_controller_spec.rb
+++ b/spec/controllers/projects/jobs_controller_spec.rb
@@ -137,8 +137,8 @@ describe Projects::JobsController do
 
       it 'exposes needed information' do
         expect(response).to have_gitlab_http_status(:ok)
-        expect(json_response['raw_path']).to match(/jobs\/\d+\/raw\z/)
-        expect(json_response.dig('merge_request', 'path')).to match(/merge_requests\/\d+\z/)
+        expect(json_response['raw_path']).to match(%r{jobs/\d+/raw\z})
+        expect(json_response.dig('merge_request', 'path')).to match(%r{merge_requests/\d+\z})
         expect(json_response['new_issue_path'])
           .to include('/issues/new')
       end
diff --git a/spec/controllers/projects/todos_controller_spec.rb b/spec/controllers/projects/todos_controller_spec.rb
index e2524be7724..1ce7e84bef9 100644
--- a/spec/controllers/projects/todos_controller_spec.rb
+++ b/spec/controllers/projects/todos_controller_spec.rb
@@ -36,7 +36,7 @@ describe Projects::TodosController do
 
           expect(response).to have_gitlab_http_status(200)
           expect(json_response['count']).to eq 1
-          expect(json_response['delete_path']).to match(/\/dashboard\/todos\/\d{1}/)
+          expect(json_response['delete_path']).to match(%r{/dashboard/todos/\d{1}})
         end
       end
 
@@ -104,7 +104,7 @@ describe Projects::TodosController do
 
           expect(response).to have_gitlab_http_status(200)
           expect(json_response['count']).to eq 1
-          expect(json_response['delete_path']).to match(/\/dashboard\/todos\/\d{1}/)
+          expect(json_response['delete_path']).to match(%r{/dashboard/todos/\d{1}})
         end
       end
 
diff --git a/spec/features/atom/users_spec.rb b/spec/features/atom/users_spec.rb
index 782f42aab04..2d074c115dd 100644
--- a/spec/features/atom/users_spec.rb
+++ b/spec/features/atom/users_spec.rb
@@ -64,7 +64,7 @@ describe "User Feed"  do
       end
 
       it 'has XHTML summaries in issue descriptions' do
-        expect(body).to match /<hr ?\/>/
+        expect(body).to match %r{<hr ?/>}
       end
 
       it 'has XHTML summaries in notes' do
@@ -72,7 +72,7 @@ describe "User Feed"  do
       end
 
       it 'has XHTML summaries in merge request descriptions' do
-        expect(body).to match /Here is the fix: <a[^>]*><img[^>]*\/><\/a>/
+        expect(body).to match %r{Here is the fix: <a[^>]*><img[^>]*/></a>}
       end
 
       it 'has push event commit ID' do
diff --git a/spec/features/merge_request/user_resolves_conflicts_spec.rb b/spec/features/merge_request/user_resolves_conflicts_spec.rb
index 61861d33952..19995559fae 100644
--- a/spec/features/merge_request/user_resolves_conflicts_spec.rb
+++ b/spec/features/merge_request/user_resolves_conflicts_spec.rb
@@ -100,12 +100,12 @@ describe 'Merge request > User resolves conflicts', :js do
       end
 
       it 'shows a link to the conflict resolution page' do
-        expect(page).to have_link('conflicts', href: /\/conflicts\Z/)
+        expect(page).to have_link('conflicts', href: %r{/conflicts\Z})
       end
 
       context 'in Inline view mode' do
         before do
-          click_link('conflicts', href: /\/conflicts\Z/)
+          click_link('conflicts', href: %r{/conflicts\Z})
         end
 
         include_examples "conflicts are resolved in Interactive mode"
@@ -114,7 +114,7 @@ describe 'Merge request > User resolves conflicts', :js do
 
       context 'in Parallel view mode' do
         before do
-          click_link('conflicts', href: /\/conflicts\Z/)
+          click_link('conflicts', href: %r{/conflicts\Z})
           click_button 'Side-by-side'
         end
 
@@ -128,7 +128,7 @@ describe 'Merge request > User resolves conflicts', :js do
 
       before do
         visit project_merge_request_path(project, merge_request)
-        click_link('conflicts', href: /\/conflicts\Z/)
+        click_link('conflicts', href: %r{/conflicts\Z})
       end
 
       it 'conflicts can not be resolved in Interactive mode' do
@@ -181,7 +181,7 @@ describe 'Merge request > User resolves conflicts', :js do
       end
 
       it 'does not show a link to the conflict resolution page' do
-        expect(page).not_to have_link('conflicts', href: /\/conflicts\Z/)
+        expect(page).not_to have_link('conflicts', href: %r{/conflicts\Z})
       end
 
       it 'shows an error if the conflicts page is visited directly' do
diff --git a/spec/helpers/groups_helper_spec.rb b/spec/helpers/groups_helper_spec.rb
index 32432ee1e81..5f608fe18d9 100644
--- a/spec/helpers/groups_helper_spec.rb
+++ b/spec/helpers/groups_helper_spec.rb
@@ -105,7 +105,7 @@ describe GroupsHelper do
 
     it 'outputs the groups in the correct order' do
       expect(helper.group_title(very_deep_nested_group))
-        .to match(/<li style="text-indent: 16px;"><a.*>#{deep_nested_group.name}.*<\/li>.*<a.*>#{very_deep_nested_group.name}<\/a>/m)
+        .to match(%r{<li style="text-indent: 16px;"><a.*>#{deep_nested_group.name}.*</li>.*<a.*>#{very_deep_nested_group.name}</a>}m)
     end
   end
 
@@ -120,7 +120,7 @@ describe GroupsHelper do
     let(:possible_help_texts) do
       {
         default_help: "This setting will be applied to all subgroups unless overridden by a group owner",
-        ancestor_locked_but_you_can_override: /This setting is applied on <a .+>.+<\/a>\. You can override the setting or .+/,
+        ancestor_locked_but_you_can_override: %r{This setting is applied on <a .+>.+</a>\. You can override the setting or .+},
         ancestor_locked_so_ask_the_owner: /This setting is applied on .+\. To share projects in this group with another group, ask the owner to override the setting or remove the share with group lock from .+/,
         ancestor_locked_and_has_been_overridden: /This setting is applied on .+ and has been overridden on this subgroup/
       }
diff --git a/spec/helpers/labels_helper_spec.rb b/spec/helpers/labels_helper_spec.rb
index 0286d36952c..619baa78bfa 100644
--- a/spec/helpers/labels_helper_spec.rb
+++ b/spec/helpers/labels_helper_spec.rb
@@ -104,7 +104,7 @@ describe LabelsHelper do
     context 'with a tooltip argument' do
       context 'set to false' do
         it 'does not include the has-tooltip class' do
-          expect(link_to_label(label, tooltip: false)).not_to match %r{has-tooltip}
+          expect(link_to_label(label, tooltip: false)).not_to match /has-tooltip/
         end
       end
     end
diff --git a/spec/helpers/version_check_helper_spec.rb b/spec/helpers/version_check_helper_spec.rb
index fa8cfda3b86..b5b15726816 100644
--- a/spec/helpers/version_check_helper_spec.rb
+++ b/spec/helpers/version_check_helper_spec.rb
@@ -27,7 +27,7 @@ describe VersionCheckHelper do
       end
 
       it 'should have a VersionCheck url as the src' do
-        expect(@image_tag).to match(/src="https:\/\/version\.host\.com\/check\.svg\?gitlab_info=xxx"/)
+        expect(@image_tag).to match(%r{src="https://version\.host\.com/check\.svg\?gitlab_info=xxx"})
       end
     end
   end
diff --git a/spec/lib/banzai/filter/commit_range_reference_filter_spec.rb b/spec/lib/banzai/filter/commit_range_reference_filter_spec.rb
index 935146c17fc..a41a28a56f1 100644
--- a/spec/lib/banzai/filter/commit_range_reference_filter_spec.rb
+++ b/spec/lib/banzai/filter/commit_range_reference_filter_spec.rb
@@ -53,7 +53,7 @@ describe Banzai::Filter::CommitRangeReferenceFilter do
       doc = reference_filter("See (#{reference}.)")
 
       exp = Regexp.escape(range.reference_link_text)
-      expect(doc.to_html).to match(/\(<a.+>#{exp}<\/a>\.\)/)
+      expect(doc.to_html).to match(%r{\(<a.+>#{exp}</a>\.\)})
     end
 
     it 'ignores invalid commit IDs' do
@@ -222,7 +222,7 @@ describe Banzai::Filter::CommitRangeReferenceFilter do
       doc = reference_filter("Fixed (#{reference}.)")
 
       exp = Regexp.escape(range.reference_link_text(project))
-      expect(doc.to_html).to match(/\(<a.+>#{exp}<\/a>\.\)/)
+      expect(doc.to_html).to match(%r{\(<a.+>#{exp}</a>\.\)})
     end
 
     it 'ignores invalid commit IDs on the referenced project' do
diff --git a/spec/lib/banzai/filter/commit_reference_filter_spec.rb b/spec/lib/banzai/filter/commit_reference_filter_spec.rb
index 080a5f57da9..35f8792ff35 100644
--- a/spec/lib/banzai/filter/commit_reference_filter_spec.rb
+++ b/spec/lib/banzai/filter/commit_reference_filter_spec.rb
@@ -42,7 +42,7 @@ describe Banzai::Filter::CommitReferenceFilter do
     it 'links with adjacent text' do
       doc = reference_filter("See (#{reference}.)")
 
-      expect(doc.to_html).to match(/\(<a.+>#{commit.short_id}<\/a>\.\)/)
+      expect(doc.to_html).to match(%r{\(<a.+>#{commit.short_id}</a>\.\)})
     end
 
     it 'ignores invalid commit IDs' do
@@ -199,12 +199,12 @@ describe Banzai::Filter::CommitReferenceFilter do
     it 'links with adjacent text' do
       doc = reference_filter("Fixed (#{reference}.)")
 
-      expect(doc.to_html).to match(/\(<a.+>#{commit.reference_link_text(project)}<\/a>\.\)/)
+      expect(doc.to_html).to match(%r{\(<a.+>#{commit.reference_link_text(project)}</a>\.\)})
     end
 
     it 'ignores invalid commit IDs on the referenced project' do
       act = "Committed #{invalidate_reference(reference)}"
-      expect(reference_filter(act).to_html).to match(/<a.+>#{Regexp.escape(invalidate_reference(reference))}<\/a>/)
+      expect(reference_filter(act).to_html).to match(%r{<a.+>#{Regexp.escape(invalidate_reference(reference))}</a>})
     end
   end
 end
diff --git a/spec/lib/banzai/filter/external_issue_reference_filter_spec.rb b/spec/lib/banzai/filter/external_issue_reference_filter_spec.rb
index a0d391d981c..d9018a7e4fe 100644
--- a/spec/lib/banzai/filter/external_issue_reference_filter_spec.rb
+++ b/spec/lib/banzai/filter/external_issue_reference_filter_spec.rb
@@ -49,7 +49,7 @@ describe Banzai::Filter::ExternalIssueReferenceFilter do
     it 'links with adjacent text' do
       doc = filter("Issue (#{reference}.)")
 
-      expect(doc.to_html).to match(/\(<a.+>#{reference}<\/a>\.\)/)
+      expect(doc.to_html).to match(%r{\(<a.+>#{reference}</a>\.\)})
     end
 
     it 'includes a title attribute' do
diff --git a/spec/lib/banzai/filter/image_link_filter_spec.rb b/spec/lib/banzai/filter/image_link_filter_spec.rb
index 51920869545..c84b98eb225 100644
--- a/spec/lib/banzai/filter/image_link_filter_spec.rb
+++ b/spec/lib/banzai/filter/image_link_filter_spec.rb
@@ -14,7 +14,7 @@ describe Banzai::Filter::ImageLinkFilter do
 
   it 'does not wrap a duplicate link' do
     doc = filter(%Q(<a href="/whatever">#{image('/uploads/e90decf88d8f96fe9e1389afc2e4a91f/test.jpg')}</a>))
-    expect(doc.to_html).to match /^<a href="\/whatever"><img[^>]*><\/a>$/
+    expect(doc.to_html).to match %r{^<a href="/whatever"><img[^>]*></a>$}
   end
 
   it 'works with external images' do
@@ -24,6 +24,6 @@ describe Banzai::Filter::ImageLinkFilter do
 
   it 'works with inline images' do
     doc = filter(%Q(<p>test #{image('/uploads/e90decf88d8f96fe9e1389afc2e4a91f/test.jpg')} inline</p>))
-    expect(doc.to_html).to match /^<p>test <a[^>]*><img[^>]*><\/a> inline<\/p>$/
+    expect(doc.to_html).to match %r{^<p>test <a[^>]*><img[^>]*></a> inline</p>$}
   end
 end
diff --git a/spec/lib/banzai/filter/issue_reference_filter_spec.rb b/spec/lib/banzai/filter/issue_reference_filter_spec.rb
index 3a5f52ea23f..905fbb9434b 100644
--- a/spec/lib/banzai/filter/issue_reference_filter_spec.rb
+++ b/spec/lib/banzai/filter/issue_reference_filter_spec.rb
@@ -288,7 +288,7 @@ describe Banzai::Filter::IssueReferenceFilter do
     it 'links with adjacent text' do
       doc = reference_filter("Fixed (#{reference}.)")
 
-      expect(doc.to_html).to match(/\(<a.+>#{Regexp.escape(issue.to_reference(project))} \(comment 123\)<\/a>\.\)/)
+      expect(doc.to_html).to match(%r{\(<a.+>#{Regexp.escape(issue.to_reference(project))} \(comment 123\)</a>\.\)})
     end
 
     it 'includes default classes' do
@@ -317,7 +317,7 @@ describe Banzai::Filter::IssueReferenceFilter do
     it 'links with adjacent text' do
       doc = reference_filter("Fixed (#{reference_link}.)")
 
-      expect(doc.to_html).to match(/\(<a.+>Reference<\/a>\.\)/)
+      expect(doc.to_html).to match(%r{\(<a.+>Reference</a>\.\)})
     end
 
     it 'includes default classes' do
@@ -346,7 +346,7 @@ describe Banzai::Filter::IssueReferenceFilter do
     it 'links with adjacent text' do
       doc = reference_filter("Fixed (#{reference_link}.)")
 
-      expect(doc.to_html).to match(/\(<a.+>Reference<\/a>\.\)/)
+      expect(doc.to_html).to match(%r{\(<a.+>Reference</a>\.\)})
     end
 
     it 'includes default classes' do
diff --git a/spec/lib/banzai/filter/merge_request_reference_filter_spec.rb b/spec/lib/banzai/filter/merge_request_reference_filter_spec.rb
index 158844e25ae..eeb82822f68 100644
--- a/spec/lib/banzai/filter/merge_request_reference_filter_spec.rb
+++ b/spec/lib/banzai/filter/merge_request_reference_filter_spec.rb
@@ -42,7 +42,7 @@ describe Banzai::Filter::MergeRequestReferenceFilter do
 
     it 'links with adjacent text' do
       doc = reference_filter("Merge (#{reference}.)")
-      expect(doc.to_html).to match(/\(<a.+>#{Regexp.escape(reference)}<\/a>\.\)/)
+      expect(doc.to_html).to match(%r{\(<a.+>#{Regexp.escape(reference)}</a>\.\)})
     end
 
     it 'ignores invalid merge IDs' do
@@ -211,7 +211,7 @@ describe Banzai::Filter::MergeRequestReferenceFilter do
 
     it 'links with adjacent text' do
       doc = reference_filter("Merge (#{reference}.)")
-      expect(doc.to_html).to match(/\(<a.+>#{Regexp.escape(merge.to_reference(project))} \(diffs, comment 123\)<\/a>\.\)/)
+      expect(doc.to_html).to match(%r{\(<a.+>#{Regexp.escape(merge.to_reference(project))} \(diffs, comment 123\)</a>\.\)})
     end
   end
 
diff --git a/spec/lib/banzai/filter/snippet_reference_filter_spec.rb b/spec/lib/banzai/filter/snippet_reference_filter_spec.rb
index 3a07a6dc179..e068e02d4fc 100644
--- a/spec/lib/banzai/filter/snippet_reference_filter_spec.rb
+++ b/spec/lib/banzai/filter/snippet_reference_filter_spec.rb
@@ -28,7 +28,7 @@ describe Banzai::Filter::SnippetReferenceFilter do
 
     it 'links with adjacent text' do
       doc = reference_filter("Snippet (#{reference}.)")
-      expect(doc.to_html).to match(/\(<a.+>#{Regexp.escape(reference)}<\/a>\.\)/)
+      expect(doc.to_html).to match(%r{\(<a.+>#{Regexp.escape(reference)}</a>\.\)})
     end
 
     it 'ignores invalid snippet IDs' do
@@ -192,13 +192,13 @@ describe Banzai::Filter::SnippetReferenceFilter do
 
     it 'links with adjacent text' do
       doc = reference_filter("See (#{reference}.)")
-      expect(doc.to_html).to match(/\(<a.+>#{Regexp.escape(snippet.to_reference(project))}<\/a>\.\)/)
+      expect(doc.to_html).to match(%r{\(<a.+>#{Regexp.escape(snippet.to_reference(project))}</a>\.\)})
     end
 
     it 'ignores invalid snippet IDs on the referenced project' do
       act = "See #{invalidate_reference(reference)}"
 
-      expect(reference_filter(act).to_html).to match(/<a.+>#{Regexp.escape(invalidate_reference(reference))}<\/a>/)
+      expect(reference_filter(act).to_html).to match(%r{<a.+>#{Regexp.escape(invalidate_reference(reference))}</a>})
     end
   end
 
diff --git a/spec/lib/banzai/filter/user_reference_filter_spec.rb b/spec/lib/banzai/filter/user_reference_filter_spec.rb
index c76adc262fc..2f86a046d28 100644
--- a/spec/lib/banzai/filter/user_reference_filter_spec.rb
+++ b/spec/lib/banzai/filter/user_reference_filter_spec.rb
@@ -146,7 +146,7 @@ describe Banzai::Filter::UserReferenceFilter do
 
   it 'links with adjacent text' do
     doc = reference_filter("Mention me (#{reference}.)")
-    expect(doc.to_html).to match(/\(<a.+>#{reference}<\/a>\.\)/)
+    expect(doc.to_html).to match(%r{\(<a.+>#{reference}</a>\.\)})
   end
 
   it 'includes default classes' do
@@ -172,7 +172,7 @@ describe Banzai::Filter::UserReferenceFilter do
 
     it 'links with adjacent text' do
       doc = reference_filter("Mention me (#{reference}.)")
-      expect(doc.to_html).to match(/\(<a.+>User<\/a>\.\)/)
+      expect(doc.to_html).to match(%r{\(<a.+>User</a>\.\)})
     end
 
     it 'includes a data-user attribute' do
diff --git a/spec/lib/gitlab/git/repository_spec.rb b/spec/lib/gitlab/git/repository_spec.rb
index e8e4a832115..d4f56a41d9a 100644
--- a/spec/lib/gitlab/git/repository_spec.rb
+++ b/spec/lib/gitlab/git/repository_spec.rb
@@ -249,7 +249,7 @@ describe Gitlab::Git::Repository, seed_helper: true do
   end
 
   shared_examples 'archive check' do |extenstion|
-    it { expect(metadata['ArchivePath']).to match(/tmp\/gitlab-git-test.git\/gitlab-git-test-master-#{SeedRepo::LastCommit::ID}/) }
+    it { expect(metadata['ArchivePath']).to match(%r{tmp/gitlab-git-test.git/gitlab-git-test-master-#{SeedRepo::LastCommit::ID}}) }
     it { expect(metadata['ArchivePath']).to end_with extenstion }
   end
 
diff --git a/spec/lib/gitlab/path_regex_spec.rb b/spec/lib/gitlab/path_regex_spec.rb
index 0ae90069b7f..85991c38363 100644
--- a/spec/lib/gitlab/path_regex_spec.rb
+++ b/spec/lib/gitlab/path_regex_spec.rb
@@ -121,7 +121,7 @@ describe Gitlab::PathRegex do
   STARTING_WITH_NAMESPACE = %r{^/\*namespace_id/:(project_)?id}
   NON_PARAM_PARTS = %r{[^:*][a-z\-_/]*}
   ANY_OTHER_PATH_PART = %r{[a-z\-_/:]*}
-  WILDCARD_SEGMENT = %r{\*}
+  WILDCARD_SEGMENT = /\*/
   let(:namespaced_wildcard_routes) do
     routes_without_format.select do |p|
       p =~ %r{#{STARTING_WITH_NAMESPACE}/#{NON_PARAM_PARTS}/#{ANY_OTHER_PATH_PART}#{WILDCARD_SEGMENT}}
diff --git a/spec/mailers/notify_spec.rb b/spec/mailers/notify_spec.rb
index 7a8e798e3c9..59eda025108 100644
--- a/spec/mailers/notify_spec.rb
+++ b/spec/mailers/notify_spec.rb
@@ -1357,7 +1357,7 @@ describe Notify do
 
     matcher :have_part_with do |expected|
       match do |actual|
-        actual.body.parts.any? { |part| part.content_type.try(:match, %r(#{expected})) }
+        actual.body.parts.any? { |part| part.content_type.try(:match, /#{expected}/) }
       end
     end
   end
diff --git a/spec/models/project_services/jira_service_spec.rb b/spec/models/project_services/jira_service_spec.rb
index 1eaaadf56c5..748c366efca 100644
--- a/spec/models/project_services/jira_service_spec.rb
+++ b/spec/models/project_services/jira_service_spec.rb
@@ -205,7 +205,7 @@ describe JiraService do
       @jira_service.close_issue(merge_request, ExternalIssue.new("JIRA-123", project))
 
       expect(WebMock).to have_requested(:post, @comment_url).with(
-        body: /#{custom_base_url}\/#{project.full_path}\/commit\/#{merge_request.diff_head_sha}/
+        body: %r{#{custom_base_url}/#{project.full_path}/commit/#{merge_request.diff_head_sha}}
       ).once
     end
 
@@ -220,7 +220,7 @@ describe JiraService do
       @jira_service.close_issue(merge_request, ExternalIssue.new("JIRA-123", project))
 
       expect(WebMock).to have_requested(:post, @comment_url).with(
-        body: /#{Gitlab.config.gitlab.url}\/#{project.full_path}\/commit\/#{merge_request.diff_head_sha}/
+        body: %r{#{Gitlab.config.gitlab.url}/#{project.full_path}/commit/#{merge_request.diff_head_sha}}
       ).once
     end
 
diff --git a/spec/services/merge_requests/merge_when_pipeline_succeeds_service_spec.rb b/spec/services/merge_requests/merge_when_pipeline_succeeds_service_spec.rb
index f17db70faf6..240aa638f79 100644
--- a/spec/services/merge_requests/merge_when_pipeline_succeeds_service_spec.rb
+++ b/spec/services/merge_requests/merge_when_pipeline_succeeds_service_spec.rb
@@ -43,7 +43,7 @@ describe MergeRequests::MergeWhenPipelineSucceedsService do
 
       it 'creates a system note' do
         note = merge_request.notes.last
-        expect(note.note).to match /enabled an automatic merge when the pipeline for (\w+\/\w+@)?\h{8}/
+        expect(note.note).to match %r{enabled an automatic merge when the pipeline for (\w+/\w+@)?\h{8}}
       end
     end
 
diff --git a/spec/services/system_note_service_spec.rb b/spec/services/system_note_service_spec.rb
index ab3a257f36f..ab3aa18cf4e 100644
--- a/spec/services/system_note_service_spec.rb
+++ b/spec/services/system_note_service_spec.rb
@@ -308,7 +308,7 @@ describe SystemNoteService do
     end
 
     it "posts the 'merge when pipeline succeeds' system note" do
-      expect(subject.note).to match(/enabled an automatic merge when the pipeline for (\w+\/\w+@)?\h{40} succeeds/)
+      expect(subject.note).to match(%r{enabled an automatic merge when the pipeline for (\w+/\w+@)?\h{40} succeeds})
     end
   end
 
@@ -695,7 +695,7 @@ describe SystemNoteService do
       commit = double(title: '<pre>This is a test</pre>', short_id: '12345678')
       escaped = '&lt;pre&gt;This is a test&lt;&#x2F;pre&gt;'
 
-      expect(described_class.new_commit_summary([commit])).to all(match(%r[- #{escaped}]))
+      expect(described_class.new_commit_summary([commit])).to all(match(/- #{escaped}/))
     end
   end
 
diff --git a/spec/tasks/gitlab/backup_rake_spec.rb b/spec/tasks/gitlab/backup_rake_spec.rb
index b41c3b3958a..168facd51a6 100644
--- a/spec/tasks/gitlab/backup_rake_spec.rb
+++ b/spec/tasks/gitlab/backup_rake_spec.rb
@@ -165,7 +165,7 @@ describe 'gitlab:app namespace rake task' do
         expect(tar_contents).to match('pages.tar.gz')
         expect(tar_contents).to match('lfs.tar.gz')
         expect(tar_contents).to match('registry.tar.gz')
-        expect(tar_contents).not_to match(/^.{4,9}[rwx].* (database.sql.gz|uploads.tar.gz|repositories|builds.tar.gz|pages.tar.gz|artifacts.tar.gz|registry.tar.gz)\/$/)
+        expect(tar_contents).not_to match(%r{^.{4,9}[rwx].* (database.sql.gz|uploads.tar.gz|repositories|builds.tar.gz|pages.tar.gz|artifacts.tar.gz|registry.tar.gz)/$})
       end
 
       it 'deletes temp directories' do
diff --git a/spec/tasks/gitlab/git_rake_spec.rb b/spec/tasks/gitlab/git_rake_spec.rb
index dacc5dc5ae7..9aebf7b0b4a 100644
--- a/spec/tasks/gitlab/git_rake_spec.rb
+++ b/spec/tasks/gitlab/git_rake_spec.rb
@@ -19,7 +19,7 @@ describe 'gitlab:git rake tasks' do
 
   describe 'fsck' do
     it 'outputs the integrity check for a repo' do
-      expect { run_rake_task('gitlab:git:fsck') }.to output(/Performed Checking integrity at .*@hashed\/1\/2\/test.git/).to_stdout
+      expect { run_rake_task('gitlab:git:fsck') }.to output(%r{Performed Checking integrity at .*@hashed/1/2/test.git}).to_stdout
     end
 
     it 'errors out about config.lock issues' do
diff --git a/spec/uploaders/file_uploader_spec.rb b/spec/uploaders/file_uploader_spec.rb
index fd195d6f9b8..845516e5004 100644
--- a/spec/uploaders/file_uploader_spec.rb
+++ b/spec/uploaders/file_uploader_spec.rb
@@ -112,7 +112,7 @@ describe FileUploader do
       fixture = Rails.root.join('spec', 'fixtures', 'rails_sample.jpg')
       uploader.store!(fixture_file_upload(fixture))
 
-      expect(uploader.relative_path).to match(/\A\h{32}\/rails_sample.jpg\z/)
+      expect(uploader.relative_path).to match(%r{\A\h{32}/rails_sample.jpg\z})
     end
   end
 end
diff --git a/spec/uploaders/job_artifact_uploader_spec.rb b/spec/uploaders/job_artifact_uploader_spec.rb
index 98a4373e9d0..a067c3e75f4 100644
--- a/spec/uploaders/job_artifact_uploader_spec.rb
+++ b/spec/uploaders/job_artifact_uploader_spec.rb
@@ -12,7 +12,7 @@ describe JobArtifactUploader do
 
     context 'when using local storage' do
       it { is_expected.to start_with(local_path) }
-      it { is_expected.to match(/\h{2}\/\h{2}\/\h{64}\/\d{4}_\d{1,2}_\d{1,2}\/\d+\/\d+\z/) }
+      it { is_expected.to match(%r{\h{2}/\h{2}/\h{64}/\d{4}_\d{1,2}_\d{1,2}/\d+/\d+\z}) }
       it { is_expected.to end_with(path) }
     end
   end