The Passerini reaction of vic‐diketo amides with a variety of isocyanides and carboxylic acids has been examined. α‐Acyloxy β‐keto carboxamides were formed regioselectively as the major products. For the Passerini reactions with electron‐withdrawing‐group‐substituted acetic acids, a one‐pot Passerini–Knoevenagel reaction was accomplished by the addition of triethylamine.