Oxidation of Alcohols with Dimethyl Sulfoxide. Oxidant and Substrate Activation Pathways

Abstract

Oxidation of diphenylmethanol, diphenylmethyl acetate, and diphenylmethyl trifluoroacetate with dimethyl sulfoxide in the presence of electrophilic acylating species involves mainly activation of DMSO as S-nucleophile. In the presence of KBr and sulfuric acid, an alternative oxidation pathway prevails, where DMSO acts as O-nucleophile.

Original language	English
Pages (from-to)	31-33
Number of pages	3
Journal	Russian Journal of Organic Chemistry
Volume	34
Issue number	1
Publication status	Published - Jan 1998

ASJC Scopus subject areas

Organic Chemistry

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title = "Oxidation of Alcohols with Dimethyl Sulfoxide. Oxidant and Substrate Activation Pathways",

abstract = "Oxidation of diphenylmethanol, diphenylmethyl acetate, and diphenylmethyl trifluoroacetate with dimethyl sulfoxide in the presence of electrophilic acylating species involves mainly activation of DMSO as S-nucleophile. In the presence of KBr and sulfuric acid, an alternative oxidation pathway prevails, where DMSO acts as O-nucleophile.",

author = "Filimonov, {V. D.} and Krasnokutskaya, {E. A.} and Yusubov, {M. S.} and Kuznetsova, {Yu A.}",

year = "1998",

month = jan,

language = "English",

volume = "34",

pages = "31--33",

journal = "Russian Journal of Organic Chemistry",

issn = "1070-4280",

publisher = "Maik Nauka-Interperiodica Publishing",

number = "1",

}

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AU - Filimonov, V. D.

AU - Krasnokutskaya, E. A.

AU - Yusubov, M. S.

AU - Kuznetsova, Yu A.

PY - 1998/1

Y1 - 1998/1

N2 - Oxidation of diphenylmethanol, diphenylmethyl acetate, and diphenylmethyl trifluoroacetate with dimethyl sulfoxide in the presence of electrophilic acylating species involves mainly activation of DMSO as S-nucleophile. In the presence of KBr and sulfuric acid, an alternative oxidation pathway prevails, where DMSO acts as O-nucleophile.

AB - Oxidation of diphenylmethanol, diphenylmethyl acetate, and diphenylmethyl trifluoroacetate with dimethyl sulfoxide in the presence of electrophilic acylating species involves mainly activation of DMSO as S-nucleophile. In the presence of KBr and sulfuric acid, an alternative oxidation pathway prevails, where DMSO acts as O-nucleophile.

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