Facile Ecofriendly One Pot Synthesis of Heterocyclic Priviledged Medicinal Scaffolds via Biginelli Reaction Using Retrievable Nickel Nanoparticles as Catalyst

Abstract

An efficient and greener synthesis of a series of dihydropyrimidone (DHPMs)/ dihydropyrimithione (DHPMTs) derivatives were accomplished via three component one pot condensation between quinoline aldehyde (2-hydroxy-4-formyl quinoline/2-formyl-4-methoxy quinoline) , β -keto ester (ethyl acetoacetate / methyl acetoacetate) and urea/ thiourea using nickel(II) exchanged zeolite [Ni(II)Y] (NiNPs). The NiNPs were characterized by Infrared spectroscopy, Powder X ray diffraction patterns, Electronic microscopy studies-Scanning Electron Microscopy (FESEM) and Transmission Electron Microscopy (TEM). After the course of the reaction, the NiNPs were recovered and reused without any apparent loss of activity. The newly synthesized compounds were screened for antimicrobial activity against two human bacterial pathogens, the Gram-positive Methicillin resistant Staphylococcus aureus (MRSA) and the Gram-negative Pseudomonas aeruginosa (MTCC 201) and a human yeast pathogen, Fluconazole resistant Candida albicans (FRCA). The synthesised compounds were also evaluated for their antioxidant activity and the compounds show significant scavenging activity compared to aspartic acid.

Recent Advances in Homogeneous and Heterogeneous Catalyst in Biginelli Reaction from 2015‐19: A Concise Review

“…Ni@NaY zeolite reported for the synthesis of several dihydropyrimidones/thiones. [42] Catalyst amount effect was checked on reaction between 2-hydroxy-4-formyl quinoline (0.001 mol), 3 (0.001 mol) and 5 (0.001 mol) under MW (360 W) using NI (II)/NaY in the range of 2-10 mol %. As the amount increased from 2 mol % to 8 mol %, yield of desired product increased from 63 % to 78 %.…”