Coupling of N-Tosylhydrazones with Tetrazoles: A Regioselective Synthesis of 2,5-Disubstituted-2H-Tetrazoles

Abstract

Herein we describe the C−N coupling reaction of N-tosylhydrazones with tetrazoles using thermic activation in the presence of different bases. The reactions proved to be highly regioselective to result in the corresponding 2,5-disubstituted-2H-tetrazoles as main products and 1,5-disubstituted-1H-tetrazoles as minor products. Owing to its mild conditions, the method enabled the use of a wide range of substrates.