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 journalArticle

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

Cite this

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title = "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",
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.",
author = "Yusubov, {M. S.} and Zholobova, {G. A.} and W. Habicher and Filimonov, {V. D.}",
year = "1997",
month = "2",
language = "English",
volume = "33",
pages = "158--160",
journal = "Russian Journal of Organic Chemistry",
issn = "1070-4280",
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TY - JOUR

T1 - 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

AU - Yusubov, M. S.

AU - Zholobova, G. A.

AU - Habicher, W.

AU - Filimonov, V. D.

PY - 1997/2

Y1 - 1997/2

N2 - 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.

AB - 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.

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VL - 33

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