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

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. A new regioselective synthesis of 2,5‐disubstituted‐2H‐tetrazoles is reported by C−N coupling of N‐tosylhydrazones and tetrazoles in the presence of different bases under thermic activation conditions with excellent functional group tolerance.