Synthesis of -pyridone derivatives with pyridinium ylide

Abstract

Synthetic methods for α-pyridone, such as those of Thesing, et al. and Kronke, et al. were examined and (3-indolyl) pyridin-2 (1H)-one derivatives were synthesized by the reaction of indole compounds having α, β-unsaturated ketone in the 3-position of indole ring and N-carbamoylmethylpyridinium chloride (III), in the presence of sodium hydroxide or ammonium acetate. Reaction of 2-cinnamoylquinolines with III or with methyl- or quinolyl-carbonylmethylpyridinium chloride, in the presence of potassium carbonate or ammonium acetate, afforded (2-quinolyl) pyridine and (2-quinolyl) pyridin-2 (1H)-one derivatives.