A base catalyzed sequential one-pot protocol for an effective preparation of
4(2H)-one derivatives have been described. One-pot reaction of aromatic aldehydes, various phenacyl
bromide and dimedone gives corresponding substituted benzofurans in economically affordable yields
with stereo specificity at 2nd and 3rd position via formation of substituted pyridinium ylides. Newly synthesized compounds
were characterized by different spectral techniques such as IR, 1H NMR, 13C NMR and Mass spectrometry. Furthermore,
the structure of compound 4f was unambiguously assigned by X-ray crystallography. All the synthesized compounds
were subjected to in-vitro antimicrobial screening against a panel of pathogenic strains of bacteria to evaluate their
potency as a MIC. Some of the compounds were found to be equipotent or extra potent than commercial antibiotics
against some active strains.
Keywords: Tetrahydrobenzofurans, dimedone, multicomponent reactions (MCRs), antimicrobial activity, MIC, XRD study.
Rights & PermissionsPrintExport