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An Efficient One-Pot, Three-Component Synthesis of Tetrasubstituted Pyrroles under Catalyst- and Solvent-Free Conditions

Gnanaoli Karthiyayini, Deepan Babu Rajkumar, Subbiah Nagarajan, Vellaisamy Sridharan, C. Uma Maheswari*

*Department of Chemistry, School of Chemical and Biotechnology, SASTRA Deemed University, Thanjavur-613401, India, Email: uma.cchemgmail.com

G. Karthiyayini, D. G. Rajkumar, S. Nagarjan, V. Sridharan, C. U. Maheswari, Synthesis, 2023, 55, 1930-1938.

DOI: 10.1055/a-2113-2981



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Abstract

A catalyst- and solvent-free, three-component synthesis of tetrasubstituted pyrroles in very good yields proceeds via a nucleophilic attack of primary amine on dialkyl acetylenedicarboxylate followed by Michael addition with β-nitrostyrene and successive intramolecular cyclization and aromatization. The method is highly atom economical and environmentally benign and can be scaled up.


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Key Words

pyrroles, multicomponent reactions, green chemistry


ID: J66-Y2023