Abstract The synthesis of fused [5, 5]??1, 2, 4??triazoles via a tandem cyclopropane rearrangement–cyclization sequence is described. Optimization of the cyclization reaction was achieved thermally using i PrOH as the solvent in the presence of TEA. This method was applied to the preparation of 3??substituted??7??aryl??pyrrolo??1, 2, 4??triazoles in good to excellent yields.