Reactions of 5-imino-1,3-diphenyl-4-thioxoimidazolidin-2-one (1) and 5-imino-3-phenyl-4-(N-phenylimino)-thiazolidine-2-thione (6) provide 5,7-dihydro-2,3,4-tris(methoxycarbonyl)-5,7-diphenyl-6H-imidazo[4,5-b]-pyridin-6-one (3) and 6,7-dihydro-2,3,4-tris(methoxycarbonyl)-7-phenylthiazolo[4,5-b]pyridine-6-thione (7), respectively, when heated with dimethyl acetylenedicarboxylate.
I. Khattak and R. Ketcham, J. Chem. Soc., Chem. Commun., 1983, 260 DOI: 10.1039/C39830000260
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