Multiple Electrophilic C-H Borylation of Arenes Using Boron Triiodide
Multiple Electrophilic C-H Borylation of Arenes Using Boron Triiodide
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DOI：
10.1021/acs.orglett.9b04483
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发表时间：
2020-01-17
期刊：
影响因子：
5.2
通讯作者：
Hatakeyama, Takuji
中科院分区：
文献类型：
--
作者：
Oda, Susumu;Ueura, Kenta;Hatakeyama, Takuji
本文报道了芳烃的三碘化硼亲电C-H硼化反应。该反应在不存在添加剂的情况下顺利进行，并且二碘硼基被安装在空间上最易接近的碳上，其中HOMO在一定程度上被定位。此外，通过使用过量的三碘化硼，实现了多环芳香族化合物的区域选择性多重硼基化。硼化中间体转化为各种芳基硼化合物，如芳基硼酸酯，硼酸和三氟硼酸酯。
Electrophilic C-H borylation of arenes using boron triiodide has been developed. This reaction proceeded smoothly in the absence of additives, and the diiodoboryl group was installed at the most sterically accessible carbon, where the HOMO is localized to a certain extent. Moreover, regioselective multiple borylation of polycyclic aromatic compounds was achieved by using excess boron triiodide. The borylated intermediates were transformed into a variety of arylboron compounds such as arylboronates, boronic acids, and trifluoroborates.