Gallium trichloride-catalyzed exhaustive α-ethynylation reaction of 1-silylacetylenes

Ryo Amemiya; Masahiko Yamaguchi

doi:10.1002/adsc.200600399

Gallium trichloride-catalyzed exhaustive α-ethynylation reaction of 1-silylacetylenes

Ryo Amemiya, Masahiko Yamaguchi

PHA - Molecular Pharmaceutical Science

Research output: Contribution to journal › Article › peer-review

9 Citations (Scopus)

Abstract

Gallium trichloride (GaCl₃) catalyzes the ethynylation reaction of a 1,4-enyne with chlorosilylacetylene at the propargyl position giving a triethynylvinylmethane. This catalytic method can be applied to the exhaustive α-ethynylation of 1-silylacetylenes possessing less acidic propargyl protons, and mono-, di-, and triethynylated products are obtained depending on the structure of the starting materials.

Original language	English
Pages (from-to)	1011-1014
Number of pages	4
Journal	Advanced Synthesis and Catalysis
Volume	349
Issue number	7
DOIs	https://doi.org/10.1002/adsc.200600399
Publication status	Published - 2007 May 1

Keywords

1,4-Enynes
1-Silylacetylenes
Deprotonation
Ethynylation
Gallium trichloride
Propargylgallium

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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title = "Gallium trichloride-catalyzed exhaustive α-ethynylation reaction of 1-silylacetylenes",

abstract = "Gallium trichloride (GaCl3) catalyzes the ethynylation reaction of a 1,4-enyne with chlorosilylacetylene at the propargyl position giving a triethynylvinylmethane. This catalytic method can be applied to the exhaustive α-ethynylation of 1-silylacetylenes possessing less acidic propargyl protons, and mono-, di-, and triethynylated products are obtained depending on the structure of the starting materials.",

keywords = "1,4-Enynes, 1-Silylacetylenes, Deprotonation, Ethynylation, Gallium trichloride, Propargylgallium",

author = "Ryo Amemiya and Masahiko Yamaguchi",

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T1 - Gallium trichloride-catalyzed exhaustive α-ethynylation reaction of 1-silylacetylenes

AU - Amemiya, Ryo

AU - Yamaguchi, Masahiko

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N2 - Gallium trichloride (GaCl3) catalyzes the ethynylation reaction of a 1,4-enyne with chlorosilylacetylene at the propargyl position giving a triethynylvinylmethane. This catalytic method can be applied to the exhaustive α-ethynylation of 1-silylacetylenes possessing less acidic propargyl protons, and mono-, di-, and triethynylated products are obtained depending on the structure of the starting materials.

AB - Gallium trichloride (GaCl3) catalyzes the ethynylation reaction of a 1,4-enyne with chlorosilylacetylene at the propargyl position giving a triethynylvinylmethane. This catalytic method can be applied to the exhaustive α-ethynylation of 1-silylacetylenes possessing less acidic propargyl protons, and mono-, di-, and triethynylated products are obtained depending on the structure of the starting materials.

KW - 1,4-Enynes

KW - 1-Silylacetylenes

KW - Deprotonation

KW - Ethynylation

KW - Gallium trichloride

KW - Propargylgallium

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