Rh(III)-catalyzed halogenation of vinylic C-H Bonds: rapid and general access to Z-halo acrylamides.

Kuhl N, Schröder N, Glorius F

Abstract

Herein, the regio- and stereoselective iodination, along with some examples for the bromination, of readily available acrylamides to access a variety of differently substituted Z-haloacrylic acid derivatives is reported. The reaction proceeds under mild conditions via a Rh(III)-catalyzed C-H-activation/halogenation mechanism and represents a rare example of a direct halogenation of electron-poor acrylic acid derivatives.