Metal‐ and Oxidant‐Free Alkenyl C−H/Aromatic C−H Cross‐Coupling Using Electrochemically Generated Iodosulfonium Ions |
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| Authors: | Dr. Ryutaro Hayashi Dr. Akihiro Shimizu Jonathan A. Davies Yu Ishizaki Prof. Dr. Chris Willis Prof. Dr. Jun‐ichi Yoshida |
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| Affiliation: | 1. Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto, Japan;2. School of Chemistry, University of Bristol, Bristol, UK;3. National Institute of Technology, Suzuka College, Suzuka, Mie, Japan |
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| Abstract: | A three‐step transformation consisting of 1) addition of electrochemically generated iodosulfonium ions to vinylarenes to give (1‐aryl‐2‐iodoethoxy)sulfonium ions, 2) nucleophilic substitution by subsequently added aromatic compounds to give 1,1‐diaryl‐2‐iodoethane, and 3) elimination of HI with a base to give 1,1‐diarylethenes was developed. The transformation serves as a powerful metal‐ and chemical‐oxidant‐free method for alkenyl C?H/aromatic C?H cross‐coupling. |
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| Keywords: | benzyl cations C− H functionalization C− H/C− H cross-coupling electrochemistry oxidation |
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