Synthesis and antibacterial of oxopyrano chromene derivatives through the multicomponent reaction of 4-hydroxycumarin derivatives with dialkylacetylene dicarboxylates and isocyanides catalyzed by piperdine

In this work, we report a new family of chromene from the one-pot three-component reaction of 4-hydroxycumarin 1 with dialkylacetylene dicarboxylates 2 and isocyanides 3 catalyzed by piperidine, under condition of room temperature and ethanol as a solvent. This reaction leads to the compounds dialkyl-2-(tert-butylamino)-4,5-dihydro-5-oxopyrano[3,2-c]chromene-3,4-dicarboxylate 4a, 4b, 5 and dialkyl-2-(cyclohexylamino)-4,5-dihydro-5-oxopyrano[3,2-c]chromene-3,4-dicarboxylate 4c-4f and are evaluated as antibacterial agents against a panel of Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus, Candida albicans, B. subtilis and Proteus bacteria. Among synthesized compounds, 4a exhibited more potent inhibitory activity against Escherichia coli and Staphylococcus aureus (0.5-2 μg/ml.) in high yields