Synthesis of α-azido-2′-hydroxychalcones from chalcone dibromides with azide ion

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Abstract

The reaction of the 2′-hydroxychalcone dibromides with azide ion was found to afford various products such as α-azido-2′-hydroxychalcones, flavones, aurones, isoxazoles or the parent chalcones depending on the substituent pattern of the substrate. Efficient transformation of α-azido-2′-hydroxychalcones to 3-amino-2-substituted chromones was also demonstrated.

Original languageEnglish
Pages (from-to)2403-2415
Number of pages13
JournalSynthetic Communications
Volume32
Issue number15
DOIs
Publication statusPublished - Jan 1 2002

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Keywords

  • Azides
  • Chalcones dibromides
  • Flavones
  • Isoxazoles
  • Substituent effect

ASJC Scopus subject areas

  • Organic Chemistry

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