Diarylsulphines (diaryl thioketone S-oxides) undergo cycloadditions with benzonitrile oxide to yield 1,4,2-oxathiazole 4-oxides, with the exception of thiofluorenone S-oxide which gives a 1,5,2-oxathiazole 5-oxide as the dominant product. From the nature of the products obtained from geometrically isomeric sulphines, the cycloaddition was shown to be stereospecific.
B. F. Bonini, G. Maccagnani, G. Mazzanti, L. Thijs, H. P. M. M. Ambrosius and B. Zwanenburg, J. Chem. Soc., Perkin Trans. 1, 1977, 1468 DOI: 10.1039/P19770001468
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