Formation of uncondensed binuclear heterocyclic compounds in the thio-claisen rearrangement of heteroaromatic sulfides

Allyl hetaryl Sulfides with an allyl fragment that is part of a heteroaromatic ring undergo a [3,3]-sigmatropic rearrangement when they are heated in various solvents, as a result of which uncondensed binuclear heterocyclic compounds are formed. On the basis of kinetic data it was shown that the inclusion of the vinyl or allyl fragment of a sulfide in the composition of the heteroaromatic ring hinders the rearrangement more, the higher the aromatic character of the heteroring.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1348–1351, October, 1983.