Abstract

Herein, we present a facile three-component reaction of 2,3-diketoesters, ammonium acetate and ketones that yielded a variety of N-unsubstituted 1H-pyrrol-3(2H)-ones in moderate to good yields. Subsequently, base-induced divergent N–H and C–C bond derivatizations of N-unsubstituted 1H-pyrrol-3(2H)-ones were revealed. By using NaH as the base, N-alkylation, acylation and sulfonylation occur smoothly. When NaOH is used, C–C(=O) cleavage occurs and further Michael addition reaction happens, resulting in the installation of an alkyl chain at the 2-position of the 1H-pyrrol-3(2H)-one skeleton.

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