Formation of Uncondensed Binuclear Heterocyclic Compounds in the Thio-Claisen Rearrangement of Heteroaromatic Sulfides

Article abstract of DOI:10.1007/BF00505755

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.