Issue 58, 2023

Ligand-free Pd-catalyzed double Heck reaction of N-(o-bromoaryl)acrylamides with α-F/CF3-acrylates

Abstract

Herein, we have demonstrated an operationally simple Pd-catalyzed double-Heck reaction between N-(o-bromoaryl)acrylamide derivatives and α-fluoro/trifluoromethyl acrylates to enable monofluoro/trifluoromethyl alkene tethered 3,3-disubstituted oxindoles in a stereoselective manner. Remarkably, the reaction proceeds well without any external ligand in an open-air atmosphere. Control experiments and spectroscopic analysis are performed to understand the reaction mechanism.

Graphical abstract: Ligand-free Pd-catalyzed double Heck reaction of N-(o-bromoaryl)acrylamides with α-F/CF3-acrylates

Supplementary files

Article information

Article type
Communication
Submitted
09 Apr 2023
Accepted
12 Jun 2023
First published
13 Jun 2023

Chem. Commun., 2023,59, 8945-8948

Ligand-free Pd-catalyzed double Heck reaction of N-(o-bromoaryl)acrylamides with α-F/CF3-acrylates

R. Sharma, S. Jain, N. Sihag and M. R. Yadav, Chem. Commun., 2023, 59, 8945 DOI: 10.1039/D3CC01740K

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