An efficient access to (1H-tetrazol-5-yl)furoxan ammonium salts via a two-step dehydration/[3+2]-cycloaddition strategy

Abstract

A general, highly effective two-step approach 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 by the action of (CF3CO)2O/Py followed by [3+2]-cycloaddition of cyanofuroxans to ammonium azide, generated in situ from TMSN3 and NH4F, has been developed.