Photocatalytic stereoselective synthesis of amido-substituted (E)-α-trifluoromethyl allylamines via Heck-type alkylation

Abstract

A Heck-type alkylation of enamides with N-trifluoroethyl hydroxylamine reagents was developed under photocatalytic conditions. This stereoselective reaction provides amido-substituted (E)-α-trifluoromethyl allylamines in yields up to 96%. In the mechanism, photoredox-induced 1,2-H shift of the in situ generated N-trifluoroethyl radical was involved.