A series of 1,2,3-triazole derivatives bearing tetrahydroquinoline-2-one were planned and synthesized in an endeavour to develop potent biologically active moiety via click chemistry. An approach to demonstrate these compounds using 1,3-dipolar azide-alkyne cycloaddition reaction was made. 7-(prop-2-yn-1-yloxy)-3,4-dihydroquinolin-2(1H)-one (7) with various 2-azido-N-arylacetamide (4a-4h) derivatives were combined using CuACC catalyst to give desired target moiety. The final compounds structure were proved using various analytical techniques such as 1H-NMR, Infrared spectroscopy and Mass spectrometry. The designed compounds were subjected to antimicrobial activity using agar well diffusion method and the activity was screened against gram-positive bacteria, gram-negative bacteria and fungi. The minimum inhibitory concentration (MIC) of the designed compounds were observed indicating 8e and 8f active against gram positive bacteria in comparison to standard drug ampicillin, whereas none of the synthesized compound has shown inhibitory effect against gram negative bacteria compared to standard drug streptomycin. Compound 8a and 8e exhibits potent to moderate activity as antifungal agent in comparison with antifungal agent nystatin.