Oxidative Dimerization of Aromatic Amines using tBuOI: Entry to Unsymmetric Aromatic Azo Compounds


  • This research was supported by a Grant-in-Aid for Scientific Research on Innovative Areas, “Molecular Activation Directed toward Straightforward Synthesis”, from the MEXT (Japan). Y.T. acknowledges support from the Frontier Research Base for Global Young Researchers, Osaka University, from the Program of MEXT.


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It's all the hype: An oxidative dimerization reaction of aromatic amines utilizing tert-butyl hypoiodite (tBuOI) under mild reaction conditions leads to aromatic azo compounds (see scheme). The method allows access to unsymmetric aromatic azo compounds, which are difficult to prepare by conventional synthetic methods, in a selective manner.