Eco benign catalyst graphene oxide (GO) has been effectively exploited in one pot synthesis of 2‐pyrrolidinone, 3,4,5‐substituted furanone and 2‐oxodihydropyrrole derivatives, three important pharmacophores, via one‐pot domino reactions (MCR) among easily accessible amines, aldehydes and acetylinic esters. These small heterocyclic molecules have been well diversified employing a wide variety of amines and aldehyde derivatives establishing the broad catalytic activity of graphene oxide towards the synthesis of three potential pharmacophores in good to excellent yields. The protocol features inherent solvent selectivity generating two different heterocyclic core (2‐pyrrolidinone and 3,4,5‐substituted furanones) starting from common substrates under similar reaction condition. This carbocatalyst prompted protocol demonstrates a rapid and efficient route for the design of biologically diverse heterocycles under mild condition.
A robust intramolecular cyclopropanation reaction was first performed on pyranopyrazole and pyranopyrimidine-dione derivatives to obtain spirocyclopropylpyrazolones and barbiturates, using iodosylbenzene (PhIO) or the combination of iodobenzene diacetate (PIDA)/molecular iodine (I), under mild reaction conditions. Syntheses of functionally and stereochemically diversified, novel spiropyrazolone fused 2-iminothiophene and spiropyrazolone fused pyrroline scaffolds were also demonstrated via Lewis acid catalyzed highly diastereoselective (3 + 2) cycloaddition reactions of the synthesized spiro-cyclopropyl pyrazolones with phenyl isothiocyanate and benzonitrile, respectively.
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