α-Amino Radical-Mediated Difunctionalization of Alkenes with Polyhaloalkanes and <i>N</i>-Heteroarenes
Jiabin Shen, Xiaoguang Yue, Jun Xu, Wanmei Li
Abstract
Herein, we report a mild and practical protocol for the α-perchloroalkyl β-heteroarylation of alkenes using available chloroform as the dichloromethyl source via α-amino radical-mediated halogen-atom transfer. Various substrates are compatible under mild reaction conditions, providing the corresponding products in moderate to good yields. This strategy gives an efficient and convenient method for the introduction of chloroalkyl motifs into N -heteroarenes. The control experiment demonstrates that the α-amino radical generated in situ is a key intermediate in the transformation.
Topics & Concepts
ChemistryHalogenCombinatorial chemistryChloroformAmino acidOrganic chemistryBiochemistryAlkylFluorine in Organic ChemistryRadical Photochemical ReactionsCatalytic C–H Functionalization Methods