Abstract
A facile and one-pot synthesis of a series of novel spiropyrrolidines/pyrrolizidines with
β-lactam substituent has been accomplished through 1,3-dipolar cycloaddition reaction of alkenyl esters derived from
β-lactam aldehyde as dipolarophile with the dipole azomethine ylide derived from 1,2- and 1,3-diketones and secondary amino acids. The synthesized compounds were evaluated for antimicrobial activities and found to exhibit relatively good antibacterial activity at lower concentration against four human bacterial pathogens.
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► A series of
β-lactam fused spiropyrrolidineds was synthesized by 1,3-dipolar cycloaddition reaction. ► The compounds were found to have antibacterial activity against selected pathogens. ► Some of the compounds were found to have better activity than the reference compound tetracycline. ► The grafting of
β-lactam with pyrrolidine unit has enhanced the overall bioactivity of the products.