Oxidation of Dimedone by Hydrobromic Acid in Dimethylsulfoxide and Synthesis of 3,5-Dibromo-2,6-dihydroxy-4,4-dimethyl-2,5-cyclohexadien-1-one and 3,5,5-Tribromo-4,4-dimethyl-2-hydroxy-2-cyclopenten-1-one

M. S. Yusubov, G. A. Zholobova, W. Habicher, V. D. Filimonov

Research output: Contribution to journal › Article

Abstract

Hydrogen bromide in DMSO oxidizes dimedone differently than known cyclic β-diketones: 3,5-dibromo-2,6-dihydroxy-4,4-dimethyl-2,5-cyclohexadien-1-one and 3,5,5-tribromo-4,4-dimethyl-2-hydroxy-2-cyclopenten-1-one are formed instead of vicinal triketones.

Original languageEnglish
Pages (from-to)158-160
Number of pages3
JournalRussian Journal of Organic Chemistry
Volume33
Issue number2
Publication statusPublished - Feb 1997

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Hydrobromic Acid
Dimethyl Sulfoxide
Oxidation
cyclopentenone
dimedone

ASJC Scopus subject areas

  • Organic Chemistry

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Oxidation of Dimedone by Hydrobromic Acid in Dimethylsulfoxide and Synthesis of 3,5-Dibromo-2,6-dihydroxy-4,4-dimethyl-2,5-cyclohexadien-1-one and 3,5,5-Tribromo-4,4-dimethyl-2-hydroxy-2-cyclopenten-1-one. / Yusubov, M. S.; Zholobova, G. A.; Habicher, W.; Filimonov, V. D.

In: Russian Journal of Organic Chemistry, Vol. 33, No. 2, 02.1997, p. 158-160.

Research output: Contribution to journal › Article

Yusubov, MS, Zholobova, GA, Habicher, W & Filimonov, VD 1997, 'Oxidation of Dimedone by Hydrobromic Acid in Dimethylsulfoxide and Synthesis of 3,5-Dibromo-2,6-dihydroxy-4,4-dimethyl-2,5-cyclohexadien-1-one and 3,5,5-Tribromo-4,4-dimethyl-2-hydroxy-2-cyclopenten-1-one', Russian Journal of Organic Chemistry, vol. 33, no. 2, pp. 158-160.
Yusubov MS, Zholobova GA, Habicher W, Filimonov VD. Oxidation of Dimedone by Hydrobromic Acid in Dimethylsulfoxide and Synthesis of 3,5-Dibromo-2,6-dihydroxy-4,4-dimethyl-2,5-cyclohexadien-1-one and 3,5,5-Tribromo-4,4-dimethyl-2-hydroxy-2-cyclopenten-1-one. Russian Journal of Organic Chemistry. 1997 Feb;33(2):158-160.
Yusubov, M. S. ; Zholobova, G. A. ; Habicher, W. ; Filimonov, V. D. / Oxidation of Dimedone by Hydrobromic Acid in Dimethylsulfoxide and Synthesis of 3,5-Dibromo-2,6-dihydroxy-4,4-dimethyl-2,5-cyclohexadien-1-one and 3,5,5-Tribromo-4,4-dimethyl-2-hydroxy-2-cyclopenten-1-one. In: Russian Journal of Organic Chemistry. 1997 ; Vol. 33, No. 2. pp. 158-160.
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