A series of new 1,2,3-triazole derivatives were designed and synthesised through Cu(I) catalysed 1,3-dipolar cycloaddition of alkynes and organic azides namely click reaction, under both conventional and microwave irradiation methods. Higher yields were achieved in lesser time under microwave irradiation method by using CuI as the catalyst. Herein, the two triazole moieties are linked through the O-alkoxy oxime linkage. All the synthesised molecular structures are elucidated by 1H-NMR, 13C-NMR, IR and mass spectral analysis and screened for their in vitro antimicrobial activity. The 1-(5-methyl-1-aryl-1H-1,2,3-triazol-4-yl)ethanone O-((1-aryl-1H-1,2,3-triazol-4-yl)methyl) oxime 5(a–p) were synthesised by using different substituted aromatic alkynes and aromatic azides by using Cu(I) as a catalyst under microwave irradiation method in good yields. The structure of the compounds was confirmed by spectral methods and evaluated for their in vitro antimicrobial activity.