A Catalyst‐ and Solvent‐ Free Synthesis of Tetra‐Substituted Pyrroles by Multicomponent Reaction
Thangavel Pavithra, Deepan Babu Rajkumar, Karthiyayini Gnanaoli, Sunnaghatta Nagaraja Sunil Gowda, Devipriya Nagarajan, C. Uma Maheswari
Abstract
Abstract A 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 IC 50 value of 17.82 μM.