Abstract

αβ-Unsaturated acid chlorides react with primary and secondary enamines, obtained by condensation of ammonia or primary amines with β-diketones or β-keto-esters, to give tetrahydro-2-oxopyridines or octahydro-2-oxoquinolines. The evidence available from this and previous work suggests that the reaction involves initial O- or N-acylation followed by a [3,3] sigmatropic rearrangement and cyclisation of the keten intermediate formed on to the nitrogen atom.

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