Abstract
Abstract Pyridinium N-imines reacted smoothly with diethyl malonate and ethyl cyanoacetate in ethanol at room temperature to give the corresponding 1-(ethoxycarbonylacetylimino)- and 1-(cyanoacetylimino)pyridinium ylides in 59–87% yields. These ylides were converted to 1-(acetylimino)pyridinium ylide derivatives by the treatment with acetic anhydride. The alkaline treatment of the pyridinium salts which were prepared by the alkylation of the N-ylides with alkyl halides, gave the corresponding 3-ethoxycarbonyl- and 3-cyano-1,2-dihydropyrazolo-[1,5-a]pyridin-2-one derivatives in 8–51% yields.
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