In a modification of the Wierenga-Skulnick β-ketoester synthesis,
the dianions of malonic acid mono-amides were condensed with acid
chlorides. Acidic workup led to decarboxylation and isolation of
the corresponding β-keto amides in good-to-excellent yields.
A similar procedure with cyanoacetic acid gave β-keto nitriles.
amides - carboxylic acids - condensation - ketones - nitriles