Ortho-vinylation reaction of phenols with ethyne

Masahiko Yamaguchi; Mieko Arisawa; Kenji Omata; Kuninobu Kabuto; Masahiro Hirama; Tadafumi Uchimaru

doi:10.1021/jo980785f

Ortho-vinylation reaction of phenols with ethyne

Masahiko Yamaguchi, Mieko Arisawa, Kenji Omata, Kuninobu Kabuto, Masahiro Hirama, Tadafumi Uchimaru

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

24 Citations (Scopus)

Abstract

Phenols were vinylated at the ortho-position with ethyne in the presence of SnCl₄-Bu₃N reagent. The reaction was applicable to phenols possessing either electron-donating or electron-withdrawing groups. 2,6-Divinylphenols were synthesized under modified conditions. A reaction mechanism involving carbostannylation of alkynyltin and phenoxytin was discussed.

Original language	English
Pages (from-to)	7298-7305
Number of pages	8
Journal	Journal of Organic Chemistry
Volume	63
Issue number	21
DOIs	https://doi.org/10.1021/jo980785f
Publication status	Published - Oct 16 1998
Externally published	Yes

All Science Journal Classification (ASJC) codes

Organic Chemistry

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10.1021/jo980785f

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title = "Ortho-vinylation reaction of phenols with ethyne",

abstract = "Phenols were vinylated at the ortho-position with ethyne in the presence of SnCl4-Bu3N reagent. The reaction was applicable to phenols possessing either electron-donating or electron-withdrawing groups. 2,6-Divinylphenols were synthesized under modified conditions. A reaction mechanism involving carbostannylation of alkynyltin and phenoxytin was discussed.",

author = "Masahiko Yamaguchi and Mieko Arisawa and Kenji Omata and Kuninobu Kabuto and Masahiro Hirama and Tadafumi Uchimaru",

year = "1998",

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language = "English",

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journal = "Journal of Organic Chemistry",

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T1 - Ortho-vinylation reaction of phenols with ethyne

AU - Yamaguchi, Masahiko

AU - Arisawa, Mieko

AU - Omata, Kenji

AU - Kabuto, Kuninobu

AU - Hirama, Masahiro

AU - Uchimaru, Tadafumi

PY - 1998/10/16

Y1 - 1998/10/16

N2 - Phenols were vinylated at the ortho-position with ethyne in the presence of SnCl4-Bu3N reagent. The reaction was applicable to phenols possessing either electron-donating or electron-withdrawing groups. 2,6-Divinylphenols were synthesized under modified conditions. A reaction mechanism involving carbostannylation of alkynyltin and phenoxytin was discussed.

AB - Phenols were vinylated at the ortho-position with ethyne in the presence of SnCl4-Bu3N reagent. The reaction was applicable to phenols possessing either electron-donating or electron-withdrawing groups. 2,6-Divinylphenols were synthesized under modified conditions. A reaction mechanism involving carbostannylation of alkynyltin and phenoxytin was discussed.

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JF - Journal of Organic Chemistry

IS - 21

ER -

Ortho-vinylation reaction of phenols with ethyne

Abstract

All Science Journal Classification (ASJC) codes

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