In situ generation of hydroperoxide by oxidation of benzhydrols to benzophenones using sodium hydride under oxygen atmosphere: Use for the oxidative cleavage of cyclic 1,2-diketones to dicarboxylic acids

Sunhae Kang, Soyoung Lee, Minju Jeon, Sun Min Kim, Young Sug Kim, Hogyu Han, Jung Woon Yang

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

A facile oxidative cleavage of cyclic 1,2-diketones 1 to dicarboxylic acids 3 with hydroperoxide generated in situ has been developed. In situ generation of hydroperoxide was effected by the oxidation of 4,4′-dichlorobenzhydrol 2f to 4,4′-dichlorobenzophenone 4f using sodium hydride under oxygen atmosphere.

Original languageEnglish
Pages (from-to)373-376
Number of pages4
JournalTetrahedron Letters
Volume54
Issue number5
DOIs
Publication statusPublished - 2013 Jan 30

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Keywords

  • Benzhydrol
  • Cyclic 1,2-diketone
  • Dicarboxylic acid
  • Oxidative cleavage
  • Sodium hydride

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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