Synthesis of (1H-tetrazol-5-yl)furoxan ammonium salts via a two-step dehydration/3+2 cycloaddition approach

摘要

A general, facile, highly effective two-step protocol for direct synthesis of (1H-tetrazol-5-yl)furoxan ammonium salts with various functional substituents based on initial effective synthesis of cyanofuroxans by dehydration of furoxancarboxylic acid amides under the action of (CF_3CO)_2O/Py followed by [3+2]-cycloaddition of cyanofuroxans to ammonium az-ide, generated in situ from TMSN_3 and NH4F, has been developed. The physicochemical and detonation characteristics of several promising compounds are presented.