Diastereoselective synthesis of pyrrolo[1, 2-c]imidazoles using chiral thiohydantoins,malononitrile, and aldehydes and evaluation of their antioxidant and antibacterial activities

Diastereoselective synthesis of pyrrolo[1,2-c]imidazoles is reported from three-component reaction of chiral thiohydantoins, aldehydes, and malononitrile in the presence of NEt₃. The antioxidant properties of the obtained products were evaluated by 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging assay. Among the products, compound 4l possessing NH₂ and NH groups and bromine atom at 4-position of the aromatic ring displayed the highest antioxidant activity (90%). Also, their antibacterial activities were explored against gram-positive and gram-negative bacteria using disc diffusion method. Among the synthesized compounds, 4a with chlorine atom at para position of the aromatic ring, and methyl group (the smallest alkyl group) at 7-position, displayed the best antibacterial activity against the tested gram-positive bacteria.