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Enantioselective Intermolecular Aminoalkynylation of Styrenes via Copper-Catalyzed Radical Relay

Zhoumi Hu, Liang Fu, Pinhong Chen, Weiguo Cao* and Guosheng Liu*

*Shanghai University, Shanghai 200444; Shanghai Institute of Organic Chemistry, CAS, 345 Lingling Road, Shanghai 200032, China, Email: wgcaostaff.shu.edu.cn, gliumail.sioc.ac.cn

Z. Hu, L. Fu, P. Chen, W. Cao, G. Liu, Org. Lett., 2021, 23, 107-112.

DOI: 10.1021/acs.orglett.0c03826 (free Supporting Information)



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Abstract

In a copper-catalyzed intermolecular aminoalkynylation of alkenes, N-fluoro-N-alkylsulfonamides (NFASs) are used as nitrogen-centered radical precursors and alkynyltrimethoxysilanes as alkynylating reagents. This radical relay process presents an efficient and straightforward approach to various highly enantioenriched 2-alkynyl-2-arylethylamines in good yields.

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NFASF as option



Key Words

alkynylation, sulfonamidation, multicomponent reactions


ID: J54-Y2021