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Title Electrochemically Catalyzed N–N Coupling and Ring Cleavage Reaction of 1H-Pyrazoles
Type JournalPaper
Keywords electrocatalysis, electrosynthesis, cyclic voltammetry, N–N coupling reaction, pyrazole ring cleavage
Abstract The electrocatalyzed N–N coupling and ring cleavage reaction of 3-methyl-, 3,5-dimethyl-, 3-methyl-5-phenyl- and 3,5-diphenyl- 1H-pyrazole was investigated and led to the electro-organic synthesis of new heterocyclic compounds. The results revealed that electrochemically produced 1H-pyrazoleox plays the role of acceptor in a reaction with the starting molecule via a N–N coupling and ring cleavage reaction of pyrazoles. The proposed reaction sequence consists of anodic oxidation, dimerization, rearrangement and reduction. The electrochemically catalyzed reactions were accomplished under constant-current and constant-potential conditions using an undivided electrochemical cell with the advantages of mild reaction conditions, remarkable yields and environmental compatibility.
Researchers Farzad Nikpour (Third Researcher), Mahnaz Sharafi (Second Researcher), Sara Zandi (First Researcher)