Copper-Catalyzed Anti-Markovnikov Hydrosilylation of Terminal Alkynes

Zi-Lu Wang; Feng-Lian Zhang; Jian-Lin Xu; Cui-Cui Shan; Meng Zhao; Yun-He Xu

doi:10.1021/acs.orglett.0c02952

Copper-Catalyzed Anti-Markovnikov Hydrosilylation of Terminal Alkynes

Org Lett. 2020 Oct 2;22(19):7735-7742. doi: 10.1021/acs.orglett.0c02952. Epub 2020 Sep 23.

Authors

Zi-Lu Wang¹, Feng-Lian Zhang¹, Jian-Lin Xu¹, Cui-Cui Shan¹, Meng Zhao¹, Yun-He Xu^{1

2}

Affiliations

¹ Department of Chemistry and Hefei National Laboratory for Physical Sciences at Microscale, University of Science and Technology of China, Hefei 230026, China.
² State Key Laboratory and Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China.

PMID: 32966085
DOI: 10.1021/acs.orglett.0c02952

Abstract

A copper-catalyzed anti-Markovnikov hydrosilylation of alkynes with PhSiH₃ was reported. This reaction represents a notable and efficient example on copper-catalyzed hydrosilylatioin of alkynes, which shows excellent recognition between the terminal and internal triple bonds. Various (hetero)aromatic and aliphatic substituted terminal alkynes underwent this reaction to afford the (E)-vinylsilanes in high yields and with excellent regioselectivity.