A Regioselective Tandem Reaction between Chalcones and 2-Acetamido­acetamide Promoted by Cs₂CO₃ for the Preparation of 3-Unsubstituted 2-Pyridones

Abstract

A novel procedure was developed for the preparation of 3-unsubstituted 2-pyridones by a tandem reaction between chalcones and 2-acetamidoacetamide. The regioselectivity was affected mainly by base used in the reaction. For the symmetrical chalcones, satisfactory results were obtained when the reaction was catalyzed by sodium hydroxide. In the case of unsymmetrical chalcones, cesium carbonate was used as a base to yield desired products regioselectively.

Key words

3-unsubstituted 2-pyridones - 2-acetamidoacetamide - chalcones - cesium carbonate

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Current Address: Department of Chemistry, Tsinghua University, Beijing 100084, P. R. China