1,2,3-Triazole is one of the most therapeutically privileged heterocyclic systems. In the present work, we report the regioselective synthesis of a new array of trisubstituted 1,2,3-triazoles under metal-free conditions and evaluated their antiradical activity. The title compounds were synthesized according to the well-known [3+2] cycloaddition reaction between benzyl buta-2,3-dienoate (3) and organic azides (5) giving the triazole derivatives 6(a-f). Structures of the synthesized entities corroborated spectroscopically (1H NMR, 13C NMR, and MASS) and screened for antiradical activity using DPPH radical scavenging assay. Among the tested compounds, the highest activity was observed with the 6b derivative.