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Catalytic Radical Trifluoromethylalkynylation of Unactivated Alkenes

Shaofang Zhou, Tao Song, He Chen, Zhonglin Liu, Haigen Shen and Chaozhong Li*

*Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China, Email: cligmail.sioc.ac.cn

S. Zhou, T. Song, H. Chen, Z. Liu, H. Shen, C. Li, Org. Lett., 2017, 19, 698-701.

DOI: 10.1021/acs.orglett.6b03870 (free Supporting Information)



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Abstract

2,4,6-Trimethylpyridine catalyzes a trifluoromethylalkynylation of unactivated alkenes with alkynyl sulfones and Togni's reagent to provide various β-trifluoromethylated alkynes under metal-free conditions with a broad substrate scope and wide functional group compatibility. A mechanism involving catalytic nonchain radical processes is proposed.

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Key Words

trifluoromethylation, alkynylation, multicomponent reactions


ID: J54-Y2017