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

V. D. Filimonov, E. A. Krasnokutskaya, M. S. Yusubov, Yu A. Kuznetsova

Research output: Contribution to journal › Article

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

Oxidation of Alcohols with Dimethyl Sulfoxide. Oxidant and Substrate Activation Pathways. / Filimonov, V. D.; Krasnokutskaya, E. A.; Yusubov, M. S.; Kuznetsova, Yu A.

In: Russian Journal of Organic Chemistry, Vol. 34, No. 1, 01.1998, p. 31-33.

Research output: Contribution to journal › Article

Filimonov, VD, Krasnokutskaya, EA, Yusubov, MS & Kuznetsova, YA 1998, 'Oxidation of Alcohols with Dimethyl Sulfoxide. Oxidant and Substrate Activation Pathways', Russian Journal of Organic Chemistry, vol. 34, no. 1, pp. 31-33.
Filimonov VD, Krasnokutskaya EA, Yusubov MS, Kuznetsova YA. Oxidation of Alcohols with Dimethyl Sulfoxide. Oxidant and Substrate Activation Pathways. Russian Journal of Organic Chemistry. 1998 Jan;34(1):31-33.
Filimonov, V. D. ; Krasnokutskaya, E. A. ; Yusubov, M. S. ; Kuznetsova, Yu A. / Oxidation of Alcohols with Dimethyl Sulfoxide. Oxidant and Substrate Activation Pathways. In: Russian Journal of Organic Chemistry. 1998 ; Vol. 34, No. 1. pp. 31-33.
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