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An extensive domino sequence, including a vinylogous sulfur-assisted Beckmann fragmentation, is involved in the one-pot conversion of a dioxime 3 by S2Cl2 into a cyanoethyl-1,2,3-dithiazole 5 and a novel tricyclic pentathiepin 6; the yield of 6 is increased by added lithium sulfide, and both 5 and 6 are formed in higher yield from 2-(cyanoethyl)cyclopentanone oxime 7; reaction mechanisms are proposed for these cascade reactions.
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Macho et al. (2001) studied this question.
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