Bismuth(III)-catalyzed dehydrative etherification and thioetherification of phenolic hydroxy groups

Masahito Murai; Kazuki Origuchi; Kazuhiko Takai

doi:10.1021/ol501744g

Bismuth(III)-catalyzed dehydrative etherification and thioetherification of phenolic hydroxy groups

Masahito Murai, Kazuki Origuchi, Kazuhiko Takai

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

34 Citations (Scopus)

Abstract

Use of a bismuth catalyst allowed efficient dehydrative substitution of phenolic hydroxy groups with alcohols and thiols to form C-O and C-S bonds. The reaction required equimolar amounts of two readily available substrates that generated H₂O as the only byproduct. The relatively mild reaction conditions were compatible with the functional groups selected, and provided excellent chemoselectivity.

Original language	English
Pages (from-to)	3828-3831
Number of pages	4
Journal	Organic Letters
Volume	16
Issue number	14
DOIs	https://doi.org/10.1021/ol501744g
Publication status	Published - Jul 18 2014

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol501744g

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abstract = "Use of a bismuth catalyst allowed efficient dehydrative substitution of phenolic hydroxy groups with alcohols and thiols to form C-O and C-S bonds. The reaction required equimolar amounts of two readily available substrates that generated H2O as the only byproduct. The relatively mild reaction conditions were compatible with the functional groups selected, and provided excellent chemoselectivity.",

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AU - Origuchi, Kazuki

AU - Takai, Kazuhiko

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Y1 - 2014/7/18

N2 - Use of a bismuth catalyst allowed efficient dehydrative substitution of phenolic hydroxy groups with alcohols and thiols to form C-O and C-S bonds. The reaction required equimolar amounts of two readily available substrates that generated H2O as the only byproduct. The relatively mild reaction conditions were compatible with the functional groups selected, and provided excellent chemoselectivity.

AB - Use of a bismuth catalyst allowed efficient dehydrative substitution of phenolic hydroxy groups with alcohols and thiols to form C-O and C-S bonds. The reaction required equimolar amounts of two readily available substrates that generated H2O as the only byproduct. The relatively mild reaction conditions were compatible with the functional groups selected, and provided excellent chemoselectivity.

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Bismuth(III)-catalyzed dehydrative etherification and thioetherification of phenolic hydroxy groups

Abstract

ASJC Scopus subject areas

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