Abstract Reaction of 4??hydroxy??6??methyl??2 (1H)??pyridones 1a and 4??hydroxy??1, 6?? dimethyl??2 (1H)??pyridones 1b with diethyl malonates 2a–e leads to the formation of pyrano [3, 2??c] pyridines 4a–j. Degradation of 4a–i affords the corresponding ketones 6a–i. Condensation of ketones 6a–i with hydroxyl amine or phenyl hydrazine hydrochloride is described.