Electrochemical Amination of Aryl Sulfonyl Hydrazones for Synthesis of Unsymmetrical (E)-Bis-Sulfonyl Hydrazonamides

Abstract

We have introduced a novel electrochemical method for the synthesis of (E)-bis-sulfonyl hydrazonamides, which can be executed in a straightforward undivided cell setup with a steady current. This electrochemical approach has demonstrated superior efficiency compared to traditional chemical methods for the production of both (E)-bis-sulfonyl hydrazonamides and tetrazines. The method’s scalability, combined with the readily accessible reaction equipment and starting materials, significantly enhances its relevance. Furthermore, our investigation into the reaction mechanism, supported by the analysis of cyclic voltamograms of the reactants, has provided valuable insights into the process.