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

Research output: Contribution to journalArticle

3 Citations (Scopus)

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 - 2003

Fingerprint

Oxidation
Acetone
Temperature
benzothiazoline
dimethyldioxirane
1,5-benzothiazepine

Keywords

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

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Chemoselective oxidation of 3-acetyl-2,3-dihydrobenzothiazoles bydimethyldioxirane. / Lévai, A.; Jekó́, J.

In: Arkivoc, Vol. 2003, No. 5, 2003, p. 19-27.

Research output: Contribution to journalArticle

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AU - Jekó́, J.

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N2 - 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.

AB - 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.

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KW - Dimethyldioxirane

KW - Ring contraction

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