Gallium trichloride-promoted ethynylation reaction of 1,4-dienes

Yoshio Nishimura; Masato Kiryu; Katsunori Suwa; Ryo Amemiya; Masahiko Yamaguchi

doi:10.1002/adsc.200800082

Gallium trichloride-promoted ethynylation reaction of 1,4-dienes

Yoshio Nishimura, Masato Kiryu, Katsunori Suwa, Ryo Amemiya, Masahiko Yamaguchi

PHA - Molecular Pharmaceutical Science

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

4 Citations (Scopus)

Abstract

Cyclopentadienes and silylated 1,4-dienes were deprotonated with gallium trichloride (GaCl₃), and the resultant pentadienylgalliums underwent an ethynylation reaction with chlorosilylethyne. The silyl substituent on the olefin had an effect to increase the acidity of the allylic protons.

Original language	English
Pages (from-to)	1271-1274
Number of pages	4
Journal	Advanced Synthesis and Catalysis
Volume	350
Issue number	9
DOIs	https://doi.org/10.1002/adsc.200800082
Publication status	Published - 2008 Jun 9

Keywords

1,4-dienes
Cyclopentadienes
Deprotonation
Ethynylation
Gallium trichloride

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1002/adsc.200800082

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title = "Gallium trichloride-promoted ethynylation reaction of 1,4-dienes",

abstract = "Cyclopentadienes and silylated 1,4-dienes were deprotonated with gallium trichloride (GaCl3), and the resultant pentadienylgalliums underwent an ethynylation reaction with chlorosilylethyne. The silyl substituent on the olefin had an effect to increase the acidity of the allylic protons.",

keywords = "1,4-dienes, Cyclopentadienes, Deprotonation, Ethynylation, Gallium trichloride",

author = "Yoshio Nishimura and Masato Kiryu and Katsunori Suwa and Ryo Amemiya and Masahiko Yamaguchi",

year = "2008",

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T1 - Gallium trichloride-promoted ethynylation reaction of 1,4-dienes

AU - Nishimura, Yoshio

AU - Kiryu, Masato

AU - Suwa, Katsunori

AU - Amemiya, Ryo

AU - Yamaguchi, Masahiko

PY - 2008/6/9

Y1 - 2008/6/9

N2 - Cyclopentadienes and silylated 1,4-dienes were deprotonated with gallium trichloride (GaCl3), and the resultant pentadienylgalliums underwent an ethynylation reaction with chlorosilylethyne. The silyl substituent on the olefin had an effect to increase the acidity of the allylic protons.

AB - Cyclopentadienes and silylated 1,4-dienes were deprotonated with gallium trichloride (GaCl3), and the resultant pentadienylgalliums underwent an ethynylation reaction with chlorosilylethyne. The silyl substituent on the olefin had an effect to increase the acidity of the allylic protons.

KW - 1,4-dienes

KW - Cyclopentadienes

KW - Deprotonation

KW - Ethynylation

KW - Gallium trichloride

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JO - Advanced Synthesis and Catalysis

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