Electrophilic aryl migration of N-benzyl propiolamides to functionalized-acrylamides

Abstract

An electrophilic domino selenylation/arylation of N-benzyl propiolamides has been developed, enabling efficient stereoselective access to α-selenyl substituted acrylamides, involving demethylenated 1,5-aryl migration. This strategy exhibits broad substrate scope, good functional group tolerance, high stereoselectivity and excellent yield. Additionally, the strategy has been extended to iodinative aryl migration leading to α-iodo acrylamides.