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
Publication statusPublished - 1992

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Flavonoids
Epoxidation
Oxides
Acids
Epoxy Compounds
Acetone
Biological Products
Temperature
dimethyldioxirane
2'-hydroxychalcone
chalcone epoxide

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Adam, W., Bialas, J., Hadjiarapoglou, L., & Patonay, T. (1992). Direct epoxidation of (E)-2'-hydroxychalcones by dimethyldioxirane. Synthesis, (1-2), 49-51.

Direct epoxidation of (E)-2'-hydroxychalcones by dimethyldioxirane. / Adam, W.; Bialas, J.; Hadjiarapoglou, L.; Patonay, T.

In: Synthesis, No. 1-2, 1992, p. 49-51.

Research output: Contribution to journalArticle

Adam, W, Bialas, J, Hadjiarapoglou, L & Patonay, T 1992, 'Direct epoxidation of (E)-2'-hydroxychalcones by dimethyldioxirane', Synthesis, no. 1-2, pp. 49-51.
Adam, W. ; Bialas, J. ; Hadjiarapoglou, L. ; Patonay, T. / Direct epoxidation of (E)-2'-hydroxychalcones by dimethyldioxirane. In: Synthesis. 1992 ; No. 1-2. pp. 49-51.
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