Reactions of thiazolidine-2,5-dithiones with amino nucleophiles. Synthesis of midazolidine-2,4-dithiones, lmidazo[5,1-a]-imidazole, -pyrimidine, -perimidine, -[2,1-b][1,3,4]thiadiazines and pyrrole-3(2H)-thiones
- 1 January 1990
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 11,p. 3003-3009
- https://doi.org/10.1039/p19900003003
Abstract
Reactions of 4,4-disubstituted thiazolidine-2,5-dithiones with various amino-containing nucleophiles gave 1-substituted imidazolidine-2,4-dithiones 3 and 11. The diamines, in these reactions, produced fused N-containing heterocycles 7a,b and 10. Imidazo[2,1-b][1,3,4]thiadiazines 14 were synthesized by further reaction of compounds 11 with α-bromoacetophenones. Enamino nitriles reacted as carbanions to give pyrrole-3(2H)-thiones 16.Keywords
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