Synthesis and New Synthetic Utility of some (Hetero)aryl Azido Compounds under Thermal and Ultrasonic Irradiation

Document Type : Full Paper


Department of Chemistry, Faculty of Science, Vali-e-Asr University, Rafsanjan 77176, Islamic Republic of Iran


Some aryl and heteroaryl azido compounds were synthesized from the reaction of corresponding fluoro and chloro compounds with sodium azide in DMF as solvent and under various reaction conditions especially ultrasonic irradiation. Reaction of aromatic and heteroaromatic azido compound with thioacetic acid in the presence of sodium hydrogen carbonate and in methanol as solvent led to the different products. Further intermolecular nucleophilic aromatic substitution reaction of N-(perfluoropyridin4-yl)acetamid allow the regioselective synthesis of 2,6,7-trifluoro-2-methyloxazolo[4,5-c]pyridine. The structures of all compounds were confirmed by IR, 1H NMR and 13C NMR spectroscopy as well as elemental analysis