Dinitrofuroxan cycloreversion as a novel general approach for the synthesis of nitroazoles

• DOI: 10.1007/s11172-015-0878-6
• Publication Date: 2015-10-19T11:44:19Z
• Authors: L. L. Fershtat; D. V. Khakimov; N. N. Makhova
• Keywords: 01 natural sciences; 0104 chemical sciences

A novel general approach towards various nitroazoles via tandem process involving dinitrofuroxan cycloreversion followed by [3+2] cycloaddition of generated in situ nitroformonitrile oxide is developed. The reaction is promoted by addition of catalytic amounts of ionic liquids. Plausible mechanisms of the described processes based on quantum chemical calculations are proposed.