Dimethyldioxirane epoxidation of aurones and isoflavones

W. Adam, L. Hadjiarapoglou, A. Levai

Research output: Contribution to journalArticle

27 Citations (Scopus)

Abstract

The synthesis of the corresponding epoxides 2 and 4 by epoxidation of aurones (2-benzylidenebenzofuran-3(2H)-ones, 1) and isoflavones (3-aryl-4H-1-benzopyran-4-ones, 3) with dimethyldioxirane at subambient temperatures is reported. These acid- and base-sensitive epoxides, which have been previously difficult to prepare, were isolated in excellent yields and were completely characterized by spectral and microanalytical data. The now readily available aurone and/or isoflavone oxides may serve as convenient precursors to flavonoid-type natural products.

Original languageEnglish
Pages (from-to)436-438
Number of pages3
JournalSynthesis
Issue number5
Publication statusPublished - Jan 1 1992

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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    Adam, W., Hadjiarapoglou, L., & Levai, A. (1992). Dimethyldioxirane epoxidation of aurones and isoflavones. Synthesis, (5), 436-438.