Issue 4, 1985

Formation of 3,6-dihydro-1,2,4-oxathiazines from thioketone S-oxides and a 2H-azirine via a new type of [3,3] cycloaddition reaction

Abstract

Diarylthioketone S-oxides react with the 2H-azirine (1) in the presence of boron trifluoride–diethyl ether to give the oxathiazines (3)via a 1,3-cyclization across the sulphine C–S–O bond; the oxathiazines (3) rearrange thermally to the sulphoxides (5).

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1985, 237-238

Formation of 3,6-dihydro-1,2,4-oxathiazines from thioketone S-oxides and a 2H-azirine via a new type of [3,3] cycloaddition reaction

B. F. Bonini, G. Maccagnani, G. Mazzanti and B. Zwanenburg, J. Chem. Soc., Chem. Commun., 1985, 237 DOI: 10.1039/C39850000237

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