Coupling of <i>N</i>‐Tosylhydrazones with Tetrazoles: A Regioselective Synthesis of 2,5‐Disubstituted‐2<i>H</i>‐Tetrazoles
Tímea Kaszás, Bence Szakács, Éva Juhász‐Tóth, Ivett Cservenyák, Tamara Kovács, László Juhász, László Somsák, Marietta Tóth
Abstract
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‐2 H ‐tetrazoles as main products and 1,5‐disubstituted‐1 H ‐tetrazoles as minor products. Owing to its mild conditions, the method enabled the use of a wide range of substrates.
Topics & Concepts
RegioselectivityChemistryCoupling (piping)Combinatorial chemistryComputational chemistryOrganic chemistryCatalysisMechanical engineeringEngineeringSynthesis of Tetrazole DerivativesClick Chemistry and ApplicationsMulticomponent Synthesis of Heterocycles