SYNTHESIS AND ANTIMICROBIAL EVALUATION OF NOVEL PYRAZOLE-ANNULATED OXYGEN-CONTAINING MACROCYCLES

Abstract

An efficient approach to the synthesis of fused pyrazole-annulated macrocycles has been demonstrated. Vilsmeier–Haack reaction of substituted o-hydroxyacetophenones with phenyl hydrazine followed by reduction of the resulting pyrazolyl aldehydes yielded the corresponding alcohols. These precursors upon alkylation with dibromoalkanes gave the target library. The structures of the synthesized pro-ducts were established based on ¹H, ¹³C NMR, IR, and mass spectral data. All the final macrocycles were screened for their antimicrobial activity. Compounds bearing electron-donating groups show promising antimicrobial activity against the tested strains.