A new series of pyranopyrazole based benzoxazole derivatives 2(a-h) were synthesized from reaction of compounds 1(a-h), o-aminophenol and carbon disulphide. The structures of the newly synthesized compounds have been established on the basis of rigorous analysis of their spectral data. The synthesized compounds were evaluated for their antimicrobial activities against selected bacterial strains using serial tube dilution method. It was observed that pyranopyrazoles based benzoxazole derivatives exhibit potent antibacterial activity as compare to their starting analogues.