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■ Hafnium Chloride Catalyzed Conjugate Addition of Pyrrole, Pyrazole and Imidazole to α,β-Unsaturated Ketones

Sachiko Aburatani, Motoi Kawatsura, and Jun’ichi Uenishi*

*Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto 607-8412, Japan

Abstract

Pyrrole, pyrazole and imidazole undergo conjugate addition with α,β-unsaturated ketones in the presence of a catalytic amount of hafnium chloride at room temperature. Although the reaction of pyrrole gave 2,5-substituted C-adduct mainly, those of pyrazole and imidazole gave the corresponding N-adducts in excellent yields.