### Preflight Checklist - [x] I have searched [existing issues](https://github.com/anthropics/claude-code/issues?q=is%3Aissue%20state%3Aopen%20label%3Abug) and this hasn't been reported yet - [x] This is a single bug report (please file separate reports for different bugs) - [x] I am using the latest version of Claude Code ### What's Wrong? The Claude Code extension used to allow for dragging files from the Explorer File Tree view or a Tab for a file to be added into the Claude Code chat fiel

Same issue on macOS, still present in VS Code 1.141.0. Key detail: Shift + drag from **Finder** into the Claude Code chat still works fine. Only Shift + drag from the **built-in VS Code Explorer** (file tree) is broken — the file is not added to the chat. - VS Code: 1.141.0 (Universal), commit 2a59476c9bfcb90b3ddc372c36762471b7dfad1c, 2026-10-06 - Electron: 43.7.7, Chromium: 150.0.7871.250 - Claude Code extension: 2.1.294 - OS: Darwin arm64 27.0.0 - Chat location: secondary sidebar (right) - W

[BUG] VS Code extension Shift + Drag and Drop file in chat window not working

Status Open

Reported on v2.1.291

Maintainer reply None cached

Workaround ✓ Mentioned in thread ↓

Activity 4 comments · opened Oct 6, 2026

Preflight Checklist

[x] I have searched existing issues and this hasn't been reported yet
[x] This is a single bug report (please file separate reports for different bugs)
[x] I am using the latest version of Claude Code

What's Wrong?

The Claude Code extension used to allow for dragging files from the Explorer File Tree view or a Tab for a file to be added into the Claude Code chat field: Shift + drag file.

I updated VS Code and this functionality no longer works.

VS Code details:
Version: 1.140.0 (Universal)
Commit: 07f806f999227108933c2e30515b26eecc1fda74
Date: 2026-09-30T10:38:38+02:00
Electron: 43.7.3
ElectronBuildId: 15386805
Chromium: 150.0.7871.250
Node.js: 24.21.0
V8: 15.0.245.31-electron.0
@github/copilot: 1.0.89-7
@github/copilot-sdk: 1.0.15-preview.4
OS: Darwin arm64 25.6.0

Claude Code Extension details:
Version: 2.1.291

What Should Happen?

Shift + Drag and drop should attach files into the chat

Error Messages/Logs

Steps to Reproduce

VS Code w/ Claude Code extension installed
Shift + Drag drop file into the chat sidebar / view

Claude Model

None

Is this a regression?

Yes, this worked in a previous version

Last Working Version

_No response_

Claude Code Version

2.1.245

Platform

Google Vertex AI

Operating System

macOS

Terminal/Shell

VS Code integrated terminal

Additional Information

_No response_

View original on GitHub ↗

3 Comments

jackson-robbins-tag · 8 days ago

Similar issue in previous report: https://github.com/anthropics/claude-code/issues/9092

Lawrence-Godfrey · 7 days ago

Same here on 2.1.292, VSCode, MacOS

dnlkhl013 · 6 days ago

Same issue on macOS, still present in VS Code 1.141.0.

Key detail: Shift + drag from Finder into the Claude Code chat still works fine.
Only Shift + drag from the built-in VS Code Explorer (file tree) is broken —
the file is not added to the chat.

VS Code: 1.141.0 (Universal), commit 2a59476c9bfcb90b3ddc372c36762471b7dfad1c, 2026-10-06
Electron: 43.7.7, Chromium: 150.0.7871.250
Claude Code extension: 2.1.294
OS: Darwin arm64 27.0.0
Chat location: secondary sidebar (right)
Webview Developer Tools console on drop: nothing logged — the drop event

doesn't reach the webview at all

Updating both VS Code and the extension to latest did not help.

Root cause is upstream in VS Code / Electron, not in this extension:

VS Code 1.140 bumped Electron 43.6.0 → 43.7.3 (microsoft/vscode#336697).
Electron 43.7 includes electron/electron#53750, which restores Chromium's

cross-site drag target check within the same WebContents.

VS Code extension webviews are cross-site iframes (vscode-webview://), so an

Explorer → webview drag is now rejected by the browser before any JS drop
handler runs. Finder drags come from the OS and are unaffected.

This affects all extension webviews (sidebar and editor tab), not just Claude Code.

Tracked in microsoft/vscode#339036 (also #339278), assigned to the 1.142.0 milestone.
Workaround until then: downgrade to VS Code 1.139.x, or use Option+Cmd+K / @
to reference files.

Showing cached comments. Read the full discussion on GitHub ↗