Abstarct: The significance of synthesizing 1,2,3-triazole derivatives lies in their pharmaceutical applications. In this project, novel 1,4-disubstituted 1,2,3-triazole derivatives of acetophenones as well as glycosylated 1,2,3-triazole compounds lixnked to pyrimidines were synthesized through Sonogashira and Suzuki carbon–carbon coupling reactions in the presence of palladium and copper catalysts, along with click cycloaddition reactions. The first study, 1,2,3-triazole derivatives were synthesized via a click reaction between phenacyl azide derivatives and aliphatic/aromatic propargyl alcohols in the presence of copper(II) acetate and sodium ascorbate in CH3CN at 70 oC. Subsequently, compounds 40j and 40m underwent coupling with terminal alkynes or boronic acids in the presence of bis(triphenylphosphine)palladium (II) chloride as the catalyst, affording novel 1,4-disubstituted 1,2,3-triazoles with high yields. The antibacterial properties of all newly synthesized compounds were tested in vitro against the bacterial strains Staphylococcus aureus and Pseudomonas aeruginosa. Compound (40f) exhibited signifcantly greater activity against S. aureus. The other compounds displayed similar activity to the standard against S. aureus. Additionally, except for compounds 40i and 40j, The other compounds exhibited activity comparable to the standard compound against P. aeruginosa. The second study, synthesis of propargyl pyrimidines connected with glucose/galactose moiety by triazole lixnker through Cu-catalyzed has been developed. The reaction of azido sugar derivatives (β-D-glucopyranose tetraacetate or β-D-galactopyranose tetraacetate) with propargylthio pyrimidines in the presence of CuSO4.5H2O and sodium ascorbate in THF/Isopropanol gave desired glycosyl 1,2,3-triazoles-lixnked pyrimidines with 81-97% yields. The structures of the newly synthesized compounds were confirmed using 1H-NMR, 13C-NMR, and FT-IR spectroscopic analyses.