Metal- and Oxidant-Free Alkenyl C-H/Aromatic C-H Cross-Coupling Using Electrochemically Generated Iodosulfonium Ions.
Metal- and Oxidant-Free Alkenyl C-H/Aromatic C-H Cross-Coupling Using Electrochemically Generated Iodosulfonium Ions.
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DOI：
10.1002/anie.201807592
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发表时间：
2018-08
影响因子：
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通讯作者：
Ryutaro Hayashi;Akihiro Shimizu;Jonathan A Davies;Yu Ishizaki;Chris Willis;Jun-Ichi Yoshida
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文献类型：
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作者：
Ryutaro Hayashi;Akihiro Shimizu;Jonathan A Davies;Yu Ishizaki;Chris Willis;Jun-Ichi Yoshida
研究了一种三步转化法，包括1）将碘锍离子与乙烯基芳烃加成得到（1-芳基-2-碘乙氧基）锍离子，2）与随后加入的芳香化合物进行亲核取代得到1，1-二芳基-2-碘乙烷，3）用碱消除HI得到1，1-二芳基乙烯。该转化为烯基C-H/芳族C-H交叉偶联的强有力的无金属和化学氧化剂的方法。
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.