C–C Bond Cleavage at the N-α Position Enabled by the Low-potential Electrochemical Oxidation of the 2,7-Dimethoxynaphthyl Electroauxiliary

oleh: Kazuhiro OKAMOTO, Yasushi IMADA, Naoki SHIDA, Yoshikazu KITANO, Mahito ATOBE, Kazuhiro CHIBA

Format: Article
Diterbitkan: The Electrochemical Society of Japan 2023-11-01

Deskripsi

Herein, we report that the 2,7-dimethoxynaphthyl (2,7-DMN) group is a novel electroauxiliary that is readily installed at the N-α position of a carbamate through Friedel–Crafts-type arylation. The resulting N-α C–C bond is easily cleaved through low-potential electrochemical oxidation to give the corresponding iminium cation.