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Nickel-Catalyzed Hydrotrifluoroalkylation of Alkynes to Construct Allylic Trifluoromethyl Terminal Alkenes

Ting Zhang, Ya-Wen Zuo, Ruo-Xing Jin, Yi-Fan Zhang, Bing-Bing Wu* and Xi-Sheng Wang*

*Department of Chemistry, University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui 230026, P. R. China, Email: bbwuchemmail.ustc.edu.cn, xswang77ustc.edu.cn

T. Zhang, Y.-W. Zuo, R.-X. Jin, Y.-F. Zhang, B.-B. Wu, X.-S. Wang, Org. Lett., 2023, 25, 3578-3584.

DOI: 10.1021/acs.orglett.3c01237


Abstract

A nickel-catalyzed hydrotrifluoroalkylation of terminal alkynes provides allylic trifluoromethyl terminal alkenes with high efficiency, broad substrate scope, and favorable functional group compatibility. The combination of nitrogen and phosphine ligands, especially electron-rich ones, plays an indispensable role in the course of the reaction.

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proposed mechanisms



Key Words

allylic trifluoromethanes, alkenes, DEMS


ID: J54-Y2023