Organo-photocatalytic dearomative hydrosilylation of indoles with silanes
Qiao Zhang1, Yadi Xu1, Congjian Xia1
1College of New Energy, State Key Laboratory of Heavy Oil Processing, China University of Petroleum (East China) 266580, Qingdao, P. R. China. chmxw@upc.edu.cn.
Abstract:
A photocatalytic dearomative hydrosilylation reaction of indole derivatives with silanes has been accomplished for the synthesis of valuable indolinyl silanes through a carbon-silyl radical coupling process with the cooperation of photoredox and hydrogen atom transfer catalytic systems composed of 3DPA2FBN (2,4,6-tris(diphenylamino)-3,5-difluorobenzonitrile), (i-Pr)3SiSH, and base additives. This protocol is featured by a broad substrate scope, transition metal-free conditions, high diastereoselectivities and applications in natural product derivatives.
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