In this study, we report the synthesis of 2,4-disubstituted isoxazoles through 1,3-dipolar cycloaddition reaction via nitrile oxide. The structures of synthesized compounds were fully characterized by multinuclear NMR spectroscopy. The effect of synthesized compounds on antimicrobial activity was investigated in correlation with docking study. Naphthalene, and chlorophenyl isoxazole substituted have been found to have a higher effective against bacterial, Fungal, and radical scavenging abilities based on docking binding site energy.