Expedient synthesis of tetrasubstituted pyrroles via a copper-catalyzed cascade inter-/intramolecular cyclization of 1,3-enynes carry a nitro group with amines.

Ganesan Bharathiraja, Mani Sengoden, Masanam Kannan, Tharmalingam Punniyamurthy

Index: Org. Biomol. Chem. 13(9) , 2786-92, (2015)

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Abstract

Various tetrasubstituted pyrroles/pyrazoles have been prepared from nitro-substituted 1,3-enynes with aromatic amines/hydrazines via a copper-catalyzed cascade aza-Michael addition, cyclization and aromatization at room temperature. This protocol is also effective for the synthesis of tetrasubstituted pyrazoles in high yields.