Direct Electrophilic Silylation of Terminal Alkynes

Aleksey A. Andreev,* Valeri V. Konshin, Nikolai V. Komarov, Michael Rubin, Chad Brouwer, and Vladimir Gevorgyan*
Kuban State University, 149 Stavropolskaya Street, Krasnodar, 350040 Russian Federation, and University of Illinois at Chicago, 845 West Taylor Street, Chicago, Illinois 60607
Org. Lett., 2004, 6 (3), pp 421–424
DOI: 10.1021/ol036328p
Publication Date (Web): January 15, 2004
Copyright © 2004 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

,

 Kuban State University.

,

 University of Illinois at Chicago.

, vlad@uic.edu

Abstract

Abstract Image

A variety of alkynylsilanes were efficiently prepared via direct silylation of terminal alkynes with aminosilanes in the presence of zinc halides. Base- and nucleophile-sensitive functionalities were perfectly tolerated under the above reaction conditions. Initial mechanistic studies support the electrophilic character of this transformation.

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History

  • Published In Issue February 05, 2004
  • Received November 28, 2003

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