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

29 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

Access to Document

10.1021/ol501744g

Fingerprint Dive into the research topics of 'Bismuth(III)-catalyzed dehydrative etherification and thioetherification of phenolic hydroxy groups'. Together they form a unique fingerprint.

Cite this

@article{4f4cad600bac445fb1541814438bd01d,

title = "Bismuth(III)-catalyzed dehydrative etherification and thioetherification of phenolic hydroxy groups",

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.",

author = "Masahito Murai and Kazuki Origuchi and Kazuhiko Takai",

year = "2014",

month = jul,

day = "18",

doi = "10.1021/ol501744g",

language = "English",

volume = "16",

pages = "3828--3831",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "14",

}

TY - JOUR

T1 - Bismuth(III)-catalyzed dehydrative etherification and thioetherification of phenolic hydroxy groups

AU - Murai, Masahito

AU - Origuchi, Kazuki

AU - Takai, Kazuhiko

PY - 2014/7/18

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.

UR - http://www.scopus.com/inward/record.url?scp=84904576558&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84904576558&partnerID=8YFLogxK

U2 - 10.1021/ol501744g

DO - 10.1021/ol501744g

M3 - Article

AN - SCOPUS:84904576558

VL - 16

SP - 3828

EP - 3831

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 14

ER -