Cyclization reactions of nitrils. 29. Regioselective synthesis of 6-aryl-3-cyano-2(1H)-pyridinethiones and the corresponding selenones and their characteristics

The condensation of cyanothio- and cyanoselenoacetamide with 3-aryl-3-oxo-1-piperidino-1-propene or sodium 3-aryl-3-oxo-1-propen-1-olate takes place regioselectively with the formation of the 6-aryl-3-cyano-2(1H)-pyridinethiones or the corresponding selenones. Thieno[2,3-b]pyridines, thiazolo[3,2-a]pyridinium salts, and other annellated heterocycles were obtained from the 6-aryl-3-cyano-2(1H)-pyridinethiones.For Communication 28, see [1].Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 805–812, June, 1988.