fixes #87605

src/vs/workbench/contrib/debug/browser/debugCommands.ts

@@ -303,9 +303,14 @@ export function registerCommands(): void {
 		id: RESTART_FRAME_ID,
 		handler: async (accessor: ServicesAccessor, _: string, context: CallStackContext | unknown) => {
 			const debugService = accessor.get(IDebugService);
+			const notificationService = accessor.get(INotificationService);
 			let frame = getFrame(debugService, context);
 			if (frame) {
-				await frame.restart();
+				try {
+					await frame.restart();
+				} catch (e) {
+					notificationService.error(e);
+				}
 			}
 		}
 	});

src/vs/workbench/contrib/debug/browser/rawDebugSession.ts

@@ -623,7 +623,13 @@ export class RawDebugSession implements IDisposable {
 					}
 				});
 			}
-		}).then(undefined, err => Promise.reject(this.handleErrorResponse(err)));
+		}).then(res => {
+			if (typeof res.success === 'boolean' && res.success === false) {
+				return Promise.reject(this.handleErrorResponse(res));
+			}
+
+			return res as R;
+		}, err => Promise.reject(this.handleErrorResponse(err)));
 	}
 
 	private handleErrorResponse(errorResponse: DebugProtocol.Response): Error {

src/vs/workbench/contrib/debug/common/debugModel.ts

@@ -160,10 +160,6 @@ export class ExpressionContainer implements IExpressionContainer {
 		this.session = session;
 		try {
 			const response = await session.evaluate(expression, stackFrame ? stackFrame.frameId : undefined, context);
-			if (response && response.success === false) {
-				this.value = response.message || '';
-				return false;
-			}
 
 			if (response && response.body) {
 				this.value = response.body.result || '';