diff --git a/src/ui/actions.ts b/src/ui/actions.ts
index c11dc1f20..cb9524b03 100644
--- a/src/ui/actions.ts
+++ b/src/ui/actions.ts
@@ -670,9 +670,8 @@ export async function getAllAvailableActions(targets: ActionTarget[], scheme: st
   });
 
   // Then we get all the available Actions for the current context
-  const availableActions: AvailableAction[] = allActions.filter(action => action.type === scheme)
-    .filter(action => !action.extensions || action.extensions.every(e => !e) || targets.every(t => action.extensions!.includes(t.extension) || action.extensions!.includes(t.fragment)) || action.extensions.includes(`GLOBAL`))
-    .filter(action => action.runOnProtected || !targets.some(t => t.protected))
+  const availableActions: AvailableAction[] = allActions
+    .filter(action => isActionAvailable(action, scheme, targets))
     .sort((a, b) => (actionUsed.get(b.name) || 0) - (actionUsed.get(a.name) || 0))
     .map(action => ({
       label: action.name,
@@ -682,6 +681,41 @@ export async function getAllAvailableActions(targets: ActionTarget[], scheme: st
   return availableActions;
 }
 
+export function isActionAvailable(action: Action, scheme: string, targets: ActionTarget[]): boolean {
+  if (action.type !== scheme) return false;
+
+  // action isn't cleared to run on protected targets and some of them are 
+  if (!action.runOnProtected && targets.some(t => t.protected)) return false;
+
+  return targets.every((t) => targetMatchesExtensions(t, action.extensions));
+}
+
+export function targetMatchesExtensions(target: ActionTarget, extensions?: string[]): boolean {
+  // action has no extension requirements, or is global
+  if (!extensions || extensions.every(e => !e) || extensions.includes("GLOBAL")) return true;
+
+  const targetExtParts = [target.extension.toUpperCase(), target.fragment.toUpperCase()];
+
+  for (const e of extensions) {
+    const ext = e.toUpperCase();
+    const extDotCount = ext.split('.').length - 1;
+
+    if (extDotCount === 0) {
+      // match on single extension (myfile.a)
+      if (targetExtParts.includes(ext)) return true; // match
+    } else {
+      // match on multi-part extension (myfile.a.b)
+      const parsed = path.parse(target.uri.path);
+      const targetFile = (parsed.name + parsed.ext).toUpperCase();
+      const targetDotCount = targetFile.split('.').length - 1;
+
+      if ((targetDotCount > extDotCount) && targetFile.endsWith(ext)) return true; // match
+    }
+  }
+
+  return false; // no matches
+}
+
 function getObjectsFromJoblog(stderr: string): CommandObject[] | undefined {
   const objects: CommandObject[] = [];
 
diff --git a/src/ui/views/environment/actions.ts b/src/ui/views/environment/actions.ts
index e8f744227..350f4b528 100644
--- a/src/ui/views/environment/actions.ts
+++ b/src/ui/views/environment/actions.ts
@@ -1,12 +1,11 @@
-import { parse } from "path";
 import { stringify } from "querystring";
 import vscode, { l10n } from "vscode";
 import { ActionTools } from "../../../api/actions";
-import { parseFSOptions } from "../../../filesystems/qsys/QSysFs";
 import { instance } from "../../../instantiate";
 import { Action, ActionType } from "../../../typings";
 import { VscodeTools } from "../../Tools";
 import { EnvironmentItem } from "./environmentItem";
+import { targetMatchesExtensions, uriToActionTarget } from "../../actions";
 
 type ActionContext = {
   canRun?: boolean
@@ -82,21 +81,27 @@ export class ActionsNode extends EnvironmentItem {
   async activeEditorChanged(editor?: vscode.TextEditor) {
     const uri = editor?.document.uri;
     let activeEditorContext = undefined;
+    let actionTarget = undefined;
+
     if (uri) {
       const connection = instance.getConnection();
+      const workspace = vscode.workspace.getWorkspaceFolder(uri);
+
+      actionTarget = uriToActionTarget(uri, workspace, connection);
+
       activeEditorContext = {
         scheme: uri.scheme,
-        extension: parse(uri.path).ext.substring(1).toLocaleUpperCase(),
-        protected: parseFSOptions(uri).readonly || connection?.getConfig()?.readOnlyMode || connection?.getContent().isProtectedPath(uri.path),
-        workspace: vscode.workspace.getWorkspaceFolder(uri)
+        protected: actionTarget.protected,
+        workspace
       };
     }
 
     const canRunOnEditor = (actionItem: ActionItem) => activeEditorContext !== undefined &&
+      actionTarget !== undefined &&
       activeEditorContext.scheme === actionItem.action.type &&
       activeEditorContext.workspace === actionItem.workspace &&
       (actionItem.action.runOnProtected || !activeEditorContext.protected) &&
-      (!actionItem.action.extensions?.length || actionItem.action.extensions.includes('GLOBAL') || actionItem.action.extensions.includes(activeEditorContext.extension));
+      targetMatchesExtensions(actionTarget, actionItem.action.extensions);
 
     (await this.getAllActionItems()).forEach(item => item.setContext({ canRun: canRunOnEditor(item) }));
     this.refresh();
@@ -163,7 +168,7 @@ export class ActionItem extends EnvironmentItem {
 
     this.iconPath = new vscode.ThemeIcon("github-action", this.context.matched ? new vscode.ThemeColor(ActionItem.matchedColor) : undefined);
     this.description = this.context.matched ? l10n.t("search match") : undefined;
-    this.tooltip = `${ this.action.command }\nExtensions: ${this.action.extensions?.join(`, `)}`;
+    this.tooltip = `${this.action.command}\nExtensions: ${this.action.extensions?.join(`, `)}`;
     this.resourceUri = vscode.Uri.from({
       scheme: ActionItem.context,
       authority: this.action.name,
diff --git a/src/ui/views/environment/environmentView.ts b/src/ui/views/environment/environmentView.ts
index e6010f514..43bde9cc3 100644
--- a/src/ui/views/environment/environmentView.ts
+++ b/src/ui/views/environment/environmentView.ts
@@ -9,7 +9,7 @@ import { editAction, isActionEdited } from '../../../editors/actionEditor';
 import { editConnectionProfile, isProfileEdited } from '../../../editors/connectionProfileEditor';
 import { instance } from '../../../instantiate';
 import { Action, ActionEnvironment, BrowserItem, ConnectionProfile, CustomVariable, FocusOptions } from '../../../typings';
-import { uriToActionTarget } from '../../actions';
+import { uriToActionTarget, targetMatchesExtensions } from '../../actions';
 import { ActionItem, Actions, ActionsNode, ActionTypeNode } from './actions';
 import { ConnectionProfiles, ProfileItem, ProfilesNode } from './connectionProfiles';
 import { CustomVariableItem, CustomVariables, CustomVariablesNode } from './customVariables';
@@ -142,7 +142,7 @@ export function initializeEnvironmentView(context: vscode.ExtensionContext) {
         }
 
         const actionTarget = uriToActionTarget(uri);
-        if (action.extensions && !action.extensions.includes('GLOBAL') && !action.extensions.includes(actionTarget.extension) && !action.extensions.includes(actionTarget.fragment)) {
+        if (!targetMatchesExtensions(actionTarget, action.extensions)) {
           vscode.window.showErrorMessage(l10n.t("This action cannot run on a file with the {0} extension.", actionTarget.extension), editActionLabel).then(edit => edit ? editAction() : '');
           return;
         }