diff --git a/bucket/r-release.json b/bucket/r-release.json
index e8a58d03f..9fc49a134 100644
--- a/bucket/r-release.json
+++ b/bucket/r-release.json
@@ -46,6 +46,41 @@
             "Copy-Item \"$dir\\bin\\R.exe\" \"$dir\\bin\\Rscript.exe\""
         ]
     },
+    "post_install": [
+        "$version_cur = [Version]\"$version\"",
+        "$version_40 = [Version]\"4.0.0\"",
+        "$version_42 = [Version]\"4.2.0\"",
+        "if ($version_cur -lt $version_40) {",
+        "   if ($architecture -eq '32bit') {",
+        "       $pathenv = 'PATH=\"${RTOOLS35_HOME-C:/Rtools}/bin;${RTOOLS35_HOME-C:/Rtools}/mingw_32/bin;${PATH}\"'",
+        "   } else {",
+        "       $pathenv = 'PATH=\"${RTOOLS35_HOME-C:/Rtools}/bin;${RTOOLS35_HOME-C:/Rtools}/mingw_64/bin;${PATH}\"'",
+        "   }",
+        "   [IO.File]::WriteAllLines(\"$dir\\etc\\Renviron.site\", $pathenv)",
+        "}",
+        "if (($version_cur -lt $version_42) -and ($version_cur -ge $version_40)) {",
+        "   $pathenv = 'PATH=\"${RTOOLS40_HOME-C:/rtools40}/usr/bin;${PATH}\"'",
+        "   [IO.File]::WriteAllLines(\"$dir\\etc\\Renviron.site\", $pathenv)",
+        "}",
+        "$original_dir_path = \"$original_dir\".Replace('\\', '\\\\')",
+        "'install-context', 'uninstall-context' | ForEach-Object {",
+        "  if (Test-Path \"$bucketsdir\\r-bucket\\config\\R\\$_.reg\") {",
+        "    $content = Get-Content \"$bucketsdir\\r-bucket\\config\\R\\$_.reg\"",
+        "    $content = $content.Replace('$roriginal_dir', $original_dir_path)",
+        "    $content = $content.Replace('$rversion', $version)",
+        "    if ($global) {",
+        "      $content = $content.Replace('HKEY_CURRENT_USER', 'HKEY_LOCAL_MACHINE')",
+        "    }",
+        "    $content | Set-Content -Path \"$dir\\$_.reg\"",
+        "  }",
+        "}",
+        "reg import \"$dir\\install-context.reg\""
+    ],
+    "uninstaller": {
+        "script": [
+            "reg import \"$dir\\uninstall-context.reg\""
+        ]
+    },
     "notes": [
         "For source packages installation, you will need to install Rtools if not already present, and add to PATH in your .Renviron: https://cran.r-project.org/bin/windows/Rtools",
         "",
diff --git a/bucket/rtools40.json b/bucket/rtools40.json
new file mode 100644
index 000000000..6d61d1b7c
--- /dev/null
+++ b/bucket/rtools40.json
@@ -0,0 +1,60 @@
+{
+    "version": "2022-02-06",
+    "description": "Tools for building packages for R under Microsoft Windows, or for building R itself.",
+    "homepage": "https://cloud.r-project.org/bin/windows/Rtools",
+    "license": "BSD-3-Clause",
+    "notes": "For R 3.3.x to 3.6.x, please use 'versions/rtools35'.",
+    "architecture": {
+        "64bit": {
+            "url": "https://github.com/r-windows/rtools-installer/releases/download/2022-02-06/rtools40-x86_64.exe",
+            "hash": "6f6b363ee7c7e58aaa51e58f37f910226e60f0dfd47417106250b5ce4d1c2727"
+        }
+    },
+    "innosetup": true,
+    "installer": {
+        "script": [
+            "function CreateFolder([String] $FolderName) {",
+            "   if (-not (Test-Path $dir\\$FolderName)) {",
+            "       Write-Host \"Creating Folder $FolderName\"",
+            "       New-Item $dir\\$FolderName -ItemType Directory",
+            "   }",
+            "}",
+            "CreateFolder 'tmp'",
+            "CreateFolder 'dev'"
+        ]
+    },
+    "env_set": {
+        "RTOOLS40_HOME": "$dir"
+    },
+    "shortcuts": [
+        [
+            "msys2.exe",
+            "Rtools40/Rtools40 Bash"
+        ],
+        [
+            "mingw64.exe",
+            "Rtools40/Rtools40 MinGW 64-bit"
+        ],
+        [
+            "ucrt64.exe",
+            "Rtools40/Rtools40 UCRT 64-bit"
+        ]
+    ],
+    "persist": [
+        "mingw32.ini",
+        "mingw64.ini",
+        "ucrt64.ini",
+        "msys2.ini"
+    ],
+    "checkver": {
+        "github": "https://github.com/r-windows/rtools-installer",
+        "regex": "\\/releases\\/tag\\/(?:v|V)?([\\d-]+)"
+    },
+    "autoupdate": {
+        "architecture": {
+            "64bit": {
+                "url": "https://github.com/r-windows/rtools-installer/releases/download/$version/rtools40-x86_64.exe"
+            }
+        }
+    }
+}
diff --git a/bucket/rtools42.json b/bucket/rtools42.json
new file mode 100644
index 000000000..61a8266ac
--- /dev/null
+++ b/bucket/rtools42.json
@@ -0,0 +1,66 @@
+{
+    "version": "5355-5357",
+    "description": "Tools for building packages for R under Microsoft Windows, or for building R itself.",
+    "homepage": "https://cran.r-project.org/bin/windows/Rtools/rtools42/rtools.html",
+    "license": "BSD-3-Clause",
+    "notes": [
+        "For R 3.3.x to 3.6.x, please use 'versions/rtools35'.",
+        "for R-4.0.0 to to R-4.1.3, please use 'r-bucket/rtools40'."
+    ],
+    "architecture": {
+        "64bit": {
+            "url": "https://cran.r-project.org/bin/windows/Rtools/rtools42/files/rtools42-5355-5357.exe",
+            "hash": "98205dd8bd703a7c867d182a83e361c76014520dca7393142d8e7a0c4ef03097"
+        }
+    },
+    "innosetup": true,
+    "installer": {
+        "script": [
+            "function CreateFolder([String] $FolderName) {",
+            "   if (-not (Test-Path $dir\\$FolderName)) {",
+            "       Write-Host \"Creating Folder $FolderName\"",
+            "       New-Item $dir\\$FolderName -ItemType Directory",
+            "   }",
+            "}",
+            "CreateFolder 'tmp'",
+            "CreateFolder 'dev'"
+        ]
+    },
+    "env_set": {
+        "RTOOLS42_HOME": "$dir"
+    },
+    "shortcuts": [
+        [
+            "msys2.exe",
+            "Rtools42/Rtools42 Bash"
+        ],
+        [
+            "mingw64.exe",
+            "Rtools42/Rtools42 MinGW 64-bit"
+        ],
+        [
+            "ucrt64.exe",
+            "Rtools42/Rtools42 UCRT 64-bit"
+        ]
+    ],
+    "persist": [
+        "mingw32.ini",
+        "mingw64.ini",
+        "ucrt64.ini",
+        "msys2.ini"
+    ],
+    "checkver": {
+        "url": "https://cran.r-project.org/bin/windows/Rtools/rtools42/files/",
+        "regex": "rtools42-([\\d-]+)\\.exe"
+    },
+    "autoupdate": {
+        "architecture": {
+            "64bit": {
+                "url": "https://cran.r-project.org/bin/windows/Rtools/rtools42/files/rtools42-$version.exe",
+                "hash": {
+                    "mode": "download"
+                }
+            }
+        }
+    }
+}
diff --git a/bucket/rtools43.json b/bucket/rtools43.json
new file mode 100644
index 000000000..9e39ae006
--- /dev/null
+++ b/bucket/rtools43.json
@@ -0,0 +1,67 @@
+{
+    "version": "5976-5975",
+    "description": "Tools for building packages for R under Microsoft Windows, or for building R itself.",
+    "homepage": "https://cran.r-project.org/bin/windows/Rtools/rtools43/rtools.html",
+    "license": "BSD-3-Clause",
+    "notes": [
+        "For R 3.3.x to 3.6.x, please use 'versions/rtools35'.",
+        "for R-4.0.0 to to R-4.1.3, please use 'r-bucket/rtools40'.",
+        "for R 4.2.*, please use 'r-bucket/rtools42'."
+    ],
+    "architecture": {
+        "64bit": {
+            "url": "https://cran.r-project.org/bin/windows/Rtools/rtools43/files/rtools43-5976-5975.exe",
+            "hash": "2a7c87c224f16ef173f0f6c2ba83a95f8d1ce3c854ab47cf53e21412bd173906"
+        }
+    },
+    "innosetup": true,
+    "installer": {
+        "script": [
+            "function CreateFolder([String] $FolderName) {",
+            "   if (-not (Test-Path $dir\\$FolderName)) {",
+            "       Write-Host \"Creating Folder $FolderName\"",
+            "       New-Item $dir\\$FolderName -ItemType Directory",
+            "   }",
+            "}",
+            "CreateFolder 'tmp'",
+            "CreateFolder 'dev'"
+        ]
+    },
+    "env_set": {
+        "RTOOLS43_HOME": "$dir"
+    },
+    "shortcuts": [
+        [
+            "msys2.exe",
+            "Rtools43/Rtools43 Bash"
+        ],
+        [
+            "mingw64.exe",
+            "Rtools43/Rtools43 MinGW 64-bit"
+        ],
+        [
+            "ucrt64.exe",
+            "Rtools43/Rtools43 UCRT 64-bit"
+        ]
+    ],
+    "persist": [
+        "mingw32.ini",
+        "mingw64.ini",
+        "ucrt64.ini",
+        "msys2.ini"
+    ],
+    "checkver": {
+        "url": "https://cran.r-project.org/bin/windows/Rtools/rtools43/files/",
+        "regex": "rtools43-([\\d-]+)\\.exe"
+    },
+    "autoupdate": {
+        "architecture": {
+            "64bit": {
+                "url": "https://cran.r-project.org/bin/windows/Rtools/rtools43/files/rtools43-$version.exe",
+                "hash": {
+                    "mode": "download"
+                }
+            }
+        }
+    }
+}
diff --git a/bucket/rtools44.json b/bucket/rtools44.json
new file mode 100644
index 000000000..168366822
--- /dev/null
+++ b/bucket/rtools44.json
@@ -0,0 +1,72 @@
+{
+    "version": "6459-6401",
+    "description": "Tools for building packages for R under Microsoft Windows, or for building R itself.",
+    "homepage": "https://cran.r-project.org/bin/windows/Rtools/rtools44/rtools.html",
+    "license": "BSD-3-Clause",
+    "notes": [
+        "For R 3.3.x to 3.6.x, please use 'versions/rtools35';",
+        "for R-4.0.0 to to R-4.1.3, please use 'r-bucket/rtools40';",
+        "for R 4.2.*, please use 'r-bucket/rtools42';",
+        "for R 4.3.*, please use 'r-bucket/rtools43'."
+    ],
+    "architecture": {
+        "64bit": {
+            "url": "https://cloud.r-project.org/bin/windows/Rtools/rtools44/files/rtools44-6459-6401.exe",
+            "hash": "de9602992848faaeddca41f118dd6dc3de9bbfb00b8d87ebe5522af1dad1904b"
+        },
+        "arm64": {
+            "url": "https://cloud.r-project.org/bin/windows/Rtools/rtools44/files/rtools44-aarch64-6459-6401.exe",
+            "hash": "8d7104523f11a4e1a8c3ff4b78ace665cbcc54ed032a6c679574f55cd128f13f"
+        }
+    },
+    "innosetup": true,
+    "installer": {
+        "script": [
+            "function CreateFolder([String] $FolderName) {",
+            "   if (-not (Test-Path $dir\\$FolderName)) {",
+            "       Write-Host \"Creating Folder $FolderName\"",
+            "       New-Item $dir\\$FolderName -ItemType Directory",
+            "   }",
+            "}",
+            "CreateFolder 'tmp'",
+            "CreateFolder 'dev'"
+        ]
+    },
+    "env_set": {
+        "RTOOLS44_HOME": "$dir"
+    },
+    "shortcuts": [
+        [
+            "msys2.exe",
+            "Rtools44/Rtools44 Bash"
+        ],
+        [
+            "mingw64.exe",
+            "Rtools44/Rtools44 MinGW 64-bit"
+        ],
+        [
+            "ucrt64.exe",
+            "Rtools44/Rtools44 UCRT 64-bit"
+        ]
+    ],
+    "persist": [
+        "mingw32.ini",
+        "mingw64.ini",
+        "ucrt64.ini",
+        "msys2.ini"
+    ],
+    "checkver": {
+        "url": "https://cran.r-project.org/bin/windows/Rtools/rtools44/files/",
+        "regex": "rtools44-([\\d-]+)\\.exe"
+    },
+    "autoupdate": {
+        "architecture": {
+            "64bit": {
+                "url": "https://cloud.r-project.org/bin/windows/Rtools/rtools44/files/rtools44-$version.exe"
+            },
+            "arm64": {
+                "url": "https://cloud.r-project.org/bin/windows/Rtools/rtools44/files/rtools44-aarch64-$version.exe"
+            }
+        }
+    }
+}
diff --git a/config/R/install-context.reg b/config/R/install-context.reg
new file mode 100644
index 000000000..48a22c102
--- /dev/null
+++ b/config/R/install-context.reg
@@ -0,0 +1,4 @@
+Windows Registry Editor Version 5.00
+
+[HKEY_CURRENT_USER\SOFTWARE\R-core\R\$rversion]
+"InstallPath"="$roriginal_dir"
diff --git a/config/R/uninstall-context.reg b/config/R/uninstall-context.reg
new file mode 100644
index 000000000..b8e5f76e4
--- /dev/null
+++ b/config/R/uninstall-context.reg
@@ -0,0 +1,3 @@
+Windows Registry Editor Version 5.00
+
+[-HKEY_CURRENT_USER\SOFTWARE\R-core\R\$rversion]