Direct epoxidation of (E)-2'-hydroxychalcones by dimethyldioxirane

W. Adam, J. Bialas, L. Hadjiarapoglou, T. Patonay

Research output: Contribution to journalArticle

21 Citations (Scopus)

Abstract

The synthesis of α,β-epoxy-2'-hydroxychalcones (3-aryl-2,3-epoxy-1-(2-hydroxyaryl)propanones) 2 by direct epoxidation of (E)-2'-hydroxychalcones [(E)-3-aryl-1-(2-hydroxyaryl)propenone] 1 with dimethyldioxirane at subambient temperatures is reported. These acid- and base-sensitive epoxides, which have been hitherto difficult to prepare, were isolated in excellent yields and were completely characterized by spectral and microanalytical data. The now readily available 2'-hydroxy substituted chalcone oxides may serve as convenient precursors to flavonoid-type natural products.

Original languageEnglish
Pages (from-to)49-51
Number of pages3
JournalSynthesis
Issue number1-2
DOIs
Publication statusPublished - 1992

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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