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Copper-Catalyzed Cross-Coupling of Vinyliodonium Salts and Zinc-Based Silicon Nucleophiles

Liangliang Zhang, Martin Oestreich*

*Institut für Chemie, Technische Universität Berlin, Strasse des 17. Juni 115, 10623 Berlin, Germany, Email: martin.oestreichtu-berlin.de

L. Zhang, M. Oestreich, Org. Lett., 2018, 20, 8061-8063.

DOI: 10.1021/acs.orglett.8b03714 (free Supporting Information)


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Abstract

Copper catalyzes a silylation of vinyliodonium salts with zinc-based silicon reagents as nucleophiles to provide vinylsilanes in high yield likely via a Cu(I)/Cu(III) reaction mechanism. The procedure is operationally simple, neither air- nor moisture-sensitive, and tolerant of a range of functional groups.

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proposed mechanism



Key Words

vinylsilanes


ID: J54-Y2018