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

Liangliang ZhangMartin Oestreich
Published in: Organic letters (2018)
A silylation of vinyliodonium salts using zinc-based silicon reagents as nucleophiles is reported. This cross-coupling is catalyzed by copper, and vinylsilanes are obtained in high yield likely following 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. The new method is an addition to the still limited number of transition-metal-catalyzed vinyl C(sp2)-Si cross-coupling reactions.
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