Direct Electrophilic Silylation of Terminal Alkynes

Aleksey A. Andreev; Valeri V. Konshin; Nikolai V. Komarov; Michael Rubin; Chad Brouwer; Vladimir Gevorgyan

doi:10.1021/ol036328p

Direct Electrophilic Silylation of Terminal Alkynes

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

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40 Scopus citations

Abstract

(Equation presented) 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.

Original language	English (US)
Pages (from-to)	421-424
Number of pages	4
Journal	Organic Letters
Volume	6
Issue number	3
DOIs	https://doi.org/10.1021/ol036328p
State	Published - Feb 5 2004
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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title = "Direct Electrophilic Silylation of Terminal Alkynes",

abstract = "(Equation presented) 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.",

author = "Andreev, {Aleksey A.} and Konshin, {Valeri V.} and Komarov, {Nikolai V.} and Michael Rubin and Chad Brouwer and Vladimir Gevorgyan",

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AU - Andreev, Aleksey A.

AU - Konshin, Valeri V.

AU - Komarov, Nikolai V.

AU - Rubin, Michael

AU - Brouwer, Chad

AU - Gevorgyan, Vladimir

PY - 2004/2/5

Y1 - 2004/2/5

N2 - (Equation presented) 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.

AB - (Equation presented) 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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JO - Organic Letters

JF - Organic Letters

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Direct Electrophilic Silylation of Terminal Alkynes

Abstract

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