Nickel-Catalyzed Decarboxylative Difluoroalkylation of α,β-Unsaturated Carboxylic Acids

Angew Chem Int Ed Engl. 2016 Mar 1;55(10):3491-5. doi: 10.1002/anie.201511321. Epub 2016 Feb 2.

Abstract

The first example of nickel-catalyzed decarboxylative fluoroalkylation of α,β-unsaturated carboxylic acids has been developed with commonly available fluoroalkyl halides. This novel transformation has demonstrated broad substrate scope, excellent functional-group tolerance, mild reaction conditions, and excellent stereoselectivity. Mechanistic investigations indicate that a fluoroalkyl radical is involved in the catalytic cycle.

Keywords: fluoroalkylation; nickel; olefins; radicals; synthetic methods.

Publication types

  • Research Support, Non-U.S. Gov't