Anti-Markovnikov Hydroamination of Alkenes Catalyzed by an Organic Photoredox System

作者：Tien Minh Nguyen, David A. Nicewicz · 发表于：Journal of the American Chemical Society · 年份：2013 · DOI：10.1021/ja4031616 · 被引用次数：332 · 研究领域：Radical Photochemical Reactions、Catalytic C–H Functionalization Methods、Oxidative Organic Chemistry Reactions

Herein we report a metal-free method for the direct anti-Markovnikov hydroamination of unsaturated amines. Irradiation of the amine substrates with visible light in the presence of catalytic quantities of easily synthesized 9-mesityl-10-methylacridinium tetrafluoroborate and thiophenol as a hydrogen-atom donor furnished the nitrogen-containing heterocycles with complete regiocontrol. Two examples of intermolecular anti-Markovnikov alkene hydroamination are also disclosed.