Rhodium-catalyzed synthesis of 2,3-diaryl-1,4-diketones via oxidative coupling of benzyl ketones using α-thioketone oxidizing reagent

Mieko Arisawa, Guangzh Li, Masahiko Yamaguchi

Research output: Contribution to journalArticlepeer-review

7 Citations (Scopus)

Abstract

RhH(PPh3)4 and 1,2-bis(diphenylphosphino)benzene (dppBz) catalyzed the oxidative coupling reaction of aryl benzyl ketones giving 2,3-diaryl-1,4-diketones in high yields. 3,3-Dimethyl-1-methylthio-2-butanone was used as the oxidizing reagent, which was converted to 3,3-dimethyl-2- butanone and dimethyl disulfide. Rhodium enolates were catalytically formed from ketones, which underwent oxidative coupling using an organosulfur reagent.

Original languageEnglish
Pages (from-to)1298-1301
Number of pages4
JournalTetrahedron Letters
Volume54
Issue number10
DOIs
Publication statusPublished - 2013 Mar 6

Keywords

  • 2,3-Diaryl-1,4-diketone
  • Benzyl ketone
  • Oxidative coupling
  • Rhodium-catalyzed reaction
  • α-Thioketone

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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