Molecular Modeling, Ionic Liquid Cu(II)‐Catalyzed Synthesis of 9‐(3‐Fluoro‐4‐methoxyphenyl)‐6‐aryl‐[1,2,4]triazolo[4,3‐a][1,8] Naphthyridines under Microwave Irradiation and Their Antimicrobial Activity

Abstract

A highly efficient and simple procedure has been developed for the synthesis of 9‐(3‐fluoro‐4‐methoxyphenyl)‐6‐aryl‐[1,2,4]triazolo[4,3‐a][1,8] naphthyridines by ionic liquid Cu(II) oxidative cyclization of 2‐(2‐(3‐fluoro‐4‐methoxybenzylidene)hydrazinyl)‐3‐phenyl‐1,8‐naphthyridine under microwave irradiation. Synthesized compounds have been described by microanalysis, infrared, 1H NMR spectroscopy, and mass spectrometry. Sixteen of the synthesized compounds were evaluated for their antimicrobial activity against bacteria, such as Staphylococcus aureus, Bacillus subtilis, Escherichia coli, and Klebsiella pneumoniae, as well as fungi, such as Aspergillus flavus and Fusarium oxysporum. Results of the antimicrobial screening showed that the compounds 3b, 3g, and 3j have maximal zones of inhibition against the tested bacterial strains. Docking studies were carried out for the three most active compounds 3b, 3g, and 3j along with the inactive compound 3a.