Synthesis and antimicrobial activities of some novel diastereoselective monocyclic cis-β-lactams using 2-ethoxy carbonyl DCPN as a carboxylic acid activator.

A series of novel monocyclic cis-β-lactams were prepared from phenoxyacetic acid as ketene source and imines derived from 1-chloro-3,4-dihydronaphthalene-2-carbaldehyde and respective amine using ethyl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylate (or 2-ethoxy carbonyl DCPN) as a carboxylic acid activator. This is the first time 2-ethoxy carbonyl DCPN has been used as an acid activator in synthesis of β-lactams. The reaction was entirely diastereoselective leading to the formation cis-β-lactam derivatives. These newly synthesized cis-β-lactam were fully characterized by FT-IR, 1H NMR, 13C NMR, HRMS, CHNS and X-ray crystallography study. All this novel compound was also evaluated for their antibacterial and antifungal activities against certain strains of Gram-positive bacteria, Gram-negative bacteria and fungi. These compounds displayed moderate activity against using bacterial and fungal strains.