Chemoselective oxidation of 3-acetyl-2,3-dihydrobenzothiazoles bydimethyldioxirane

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Abstract

3-Acetyl-2,3-dihydrobenzothiazoles 11-20 have been prepared by the ring contraction of 2,4-diaryl-2,3-dihydro-1,5-benzothiazepines 1-10 under acetylating conditions. Compounds 11,15-24 have been oxidized with isolated dimethyldioxirane (in acetone solution) at ambient temperature to afford 3-acetyl-2,3-dihydrobenzothiazole 1,1-dioxides 25-35 as sole isolable products.

Original languageEnglish
Pages (from-to)19-27
Number of pages9
JournalArkivoc
Volume2003
Issue number5
Publication statusPublished - Dec 1 2003

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Keywords

  • 2,4-diaryl-2,3-dihydro-1,5-benzothiazepines
  • Dimethyldioxirane
  • Ring contraction

ASJC Scopus subject areas

  • Organic Chemistry

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