Abstract
A highly regioselective domino reaction was developed between alkyl 2-aroyl-1-chlorocyclopropanecarboxylates 1 and acylhydrazono esters 2 in the presence of Cs2CO3 under mild basic conditions, which directly afforded 2,3,5-trifunctionalized pyrroles in good to excellent yields with the extrusion of benzamide. A plausible pathway was proposed involving 1,2-elimination, regioselective nucleophilic addition, the intramolecular Mannich reaction, and the removal of benzamide to rationalize the formation of the aromatic pyrrole system.
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