A Catalyst‐ and Solvent‐ Free Synthesis of Tetra‐Substituted Pyrroles by Multicomponent Reaction

Author:

Pavithra Thangavel1,Rajkumar Deepan Babu1,Gnanaoli Karthiyayini1,Sunil Gowda Sunnaghatta Nagaraja2,Devipriya Nagarajan2ORCID,Maheswari C. Uma1ORCID

Affiliation:

1. Department of Chemistry School of Chemical and Biotechnology SASTRA Deemed University Thanjavur 613401 India

2. Radiation Biology laboratory School of Chemical and Biotechnology SASTRA Deemed University Thanjavur 613401 India.

Abstract

AbstractA facile, catalyst‐ and solvent‐ free, three‐component reaction was developed for the synthesis of tetrasubstituted pyrroles at room temperature and under white light. The reaction proceeds via enamine formation between primary amines with 1,3‐dicarbonyl compounds followed by Michael addition with β‐nitro styrene and subsequent intramolecular cyclization and aromatization to yield 1,2,3,4‐tetrasubstituted pyrroles in good to excellent yields. Further, the present strategy is highly atom‐economical and environmentally benign. The preliminary in vitro cytotoxic studies on a set of compounds were performed against Hepatocellular carcinoma cells (HepG2) and one of the compounds 4 ac showed significant activity with an IC50 value of 17.82 μM.

Publisher

Wiley

Subject

General Chemistry

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