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The increasing level of antimicrobial resistance in pathogenic bacteria, together with the lack of new potential drug scaffolds in the pipeline, make the problem of infectious diseases a major public health concern. Thus, in this context, a novel series of 1,3,4‐oxadiazole‐substituted thiophenes (4 a–m) and 1,2,4‐triazole (6 a–m) substituted thiophene derivatives were synthesized. Characterization of all the synthesized derivatives was done by various spectroscopic techniques such as ¹H NMR, ¹³C NMR spectroscopy and mass spectrometry, and evaluated for antimicrobial activity against various pathological strains using broth dilution and disc diffusion method. In particular, compound 6 e and 4 e exhibited significant inhibitory potential with MIC ranging from 2–7 μg mL⁻¹ against S. aureus, B. subtilis, P. aeruginosa and E. coli. Additionally, compound 6 e was found to be highly potent against methicillin …