Welcome to the Microsoft Q&A Platform!
Based on your questions, I would like to provide some information to help you address your issue that you encountered.
1. Is this caused by Azure Security Baseline policies or CIS benchmarks being applied?
Azure Security Baseline policies and CIS benchmarks may enforce clipboard restrictions as part of hardening. Please kindly review your applied baselines and benchmarks for clipboard settings and override if business needs require clipboard access.
2. Could this be Secure Desktop isolation blocking clipboard during UAC prompts?
Clipboard access is intentionally blocked at the Windows logon screen and during UAC elevation (Secure Desktop) for security reasons. This is by design in Windows Server 2019 and cannot be overridden without reducing security.
See Microsoft’s documentation: “Starting in Windows Server 2019, it’s not possible to paste the content of the clipboard on the secure desktop. This behavior is the same as the currently supported Windows client OS versions.”
Reference: How User Account Control works | Microsoft Learn
3. Are there specific Azure-level policies overriding local RDP clipboard settings?
Azure Policy can also restrict clipboard redirection at the subscription or resource group level. Please review Azure Policy assignments for relevant restrictions.
4. What's the recommended approach to diagnose which GPO or policy is responsible?
- GPO
Looking for settings under:
Computer Configuration > Policies > Administrative Templates > Windows Components > Remote Desktop Services > Remote Desktop Session Host > Device and Resource Redirection
And then, checking for the policy “Do not allow Clipboard redirection”
If set to Enabled, clipboard redirection is blocked. Set it to Disabled or Not Configured to allow clipboard use.
- Registry key
Checking the registry at the below:
HKLM\Software\Microsoft\Terminal Services Client_DisableClipboardRedirection_ (should be 0 to allow clipboard).
5. Any guidance on identifying the root cause and potential solutions (while maintaining reasonable security posture)?
- Clipboard is always blocked at logon and UAC elevation (Secure Desktop) by design.
- For other scenarios, check GPOs, registry, Azure Policy and security baselines as recommend above.
- If you use FSLogix or other profile/container solutions, ensure they are not enforcing additional clipboard restrictions.
- For issues after updates, ensure new executables like rdpclipcdv.exe are not blocked by AppLocker or antivirus policies. Reference: Device redirections in Azure Virtual Desktop - Azure Virtual Desktop | Microsoft Learn
I hope this information can help you to finish it successfully. Wish you a pleasant day!