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Direct Electrophilic Silylation of Terminal Alkynes

Aleksey A. Andreev, Valeri V. Konshin, Nikolai V. Komarov, Michael Rubin, Chad Brouwer and Vladimir Gevorgyan*

*University of Illinois at Chicago, 845 West Taylor Street, Chicago, Illinois 60607, Email: vladuic.edu

A. A. Andreev, V. V. Konshin, N. V. Komarov, M. Rubin, C. Brouwer, V. Gevorgyan, Org. Lett., 2004, 6, 421-424.

DOI: 10.1021/ol036328p (free Supporting Information)


Abstract

Various alkynylsilanes were efficiently prepared via zinc halides-mediated direct silylation of terminal alkynes with aminosilanes. Base- and nucleophile-sensitive functionalities were tolerated under the reaction conditions. The electrophilic character of this transformation is supported by initial mechanistic studies.


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Key Words

Alkynylsilanes


ID: J54-Y2004-040