Chemical behavior of an α-azidosulfide, and the related sulfoxide and sulfone, in the tetrahydrothiophene series

…, WL Brown, RJ Colville, GW Kutney

Index: Still, Ian W. J.; Brown, William L.; Colville, Robin J.; Kutney, Gerald W. Canadian Journal of Chemistry, 1984 , vol. 62, p. 586 - 590

Full Text: HTML

Citation Number: 8

Abstract

The thermal, photochemical, base-catalyzed, and Lewis acid-catalyzed reactivity of 2- azidotetrahydrothiophene (1 a) and the related α-azidosulfoxide and sulfone have been found to lead to a number of interesting rearrangement products. The 13C nmr data for these compounds are also reported and discussed and the results of attempted deoxygenation of the α-azidosulfoxide 1 b with a variety of reagents are compared.