[3,3]-Sigmatropic rearrangement of chloro-substituted allyl thienyl sulfides

The kinetics of the rearrangement of allyl 5-chloro-2-thienyl sulfide and -chloroallyl 2-thienyl sulfide to, respectively, 5-chloro-3-allyl-2-thiophenethiol and 3-(-chloroallyl)-2-thiophenethiol were investigated. It is shown that an acceptor substituent in the allyl group decreases the reactivity of the sulfide significantly, whereas an acceptor in the heterocyclic ring does not have an appreciable effect on it.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 181–183, February, 1982.