Alkylation of compound (3b) with either 2-furoyl chloride or chloroacetyl chloride led to the formation of the corresponding 2-N-substituted derivatives, designated as (5a) and (5b). In addition, a benzofurano[3,2-b]4H-pyran derivative (8) was successfully synthesized. Compound (6) was obtained by refluxing a mixture of (5b) with sodium metal in absolute ethanol, facilitating the desired transformation under controlled conditions. Furthermore, treatment of (3b) with 4-bromophenacyl bromide resulted in the formation of compound (7).
The structures of all synthesized compounds were confirmed using standard characterization techniques, ensuring the successful formation of the intended products. Subsequently, the antimicrobial potential of these compounds was evaluated against a range of bacterial and fungal strains. The preliminary biological studies revealed that several of the newly synthesized derivatives exhibited promising antimicrobial activity, highlighting their potential as candidates for further pharmacological investigation.