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

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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 languageEnglish
Pages (from-to)31-33
Number of pages3
JournalRussian Journal of Organic Chemistry
Volume34
Issue number1
Publication statusPublished - Jan 1998

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Dimethyl Sulfoxide
Oxidants
Nucleophiles
Chemical activation
Alcohols
Oxidation
Substrates
Trifluoroacetic Acid
Acetates

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

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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.}",
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AU - Krasnokutskaya, E. A.

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AU - Kuznetsova, Yu A.

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