Multiple Electrophilic C-H Borylation of Arenes Using Boron Triiodide.,Organic Letters

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Multiple Electrophilic C-H Borylation of Arenes Using Boron Triiodide.
Organic Letters ( IF 4.9 ) Pub Date : 2020-01-07 , DOI: 10.1021/acs.orglett.9b04483
Susumu Oda ₁ , Kenta Ueura ₁ , Bungo Kawakami ₁ , Takuji Hatakeyama ₁

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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.

中文翻译：

使用三碘化硼对芳烃进行多次亲电CH硼化反应。

已经开发了使用三碘化硼对芳烃进行亲电CH硼化反应。该反应在没有添加剂的情况下顺利进行，并且二碘硼烷基被安装在最易接近空间的碳上，HOMO在此位置上有一定程度的定位。此外，通过使用过量的三碘化硼实现了多环芳族化合物的区域选择性多重硼化。硼化的中间体被转化成各种芳基硼化合物，例如芳基硼酸酯，硼酸和三氟硼酸酯。

更新日期：2020-01-07

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