A Facile Route to Aryl Boronates: Room-Temperature, Copper-Catalyzed Borylation of Aryl Halides with Alkoxy Diboron Reagents

A Facile Route to Aryl Boronates: Room-Temperature, Copper-Catalyzed Borylation of Aryl Halides with Alkoxy Diboron Reagents
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DOI:
10.1002/anie.200901879
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发表时间:
2009-01-01
影响因子:
16.6
通讯作者:
Marder, Todd B.
Marder, Todd B.
中科院分区:
化学1区
文献类型:
--
作者:
Kleeberg, Christian;Dang, Li;Marder, Todd B.

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芳基卤化物(包括富电子和位阻芳基溴化物)与烷氧基二硼试剂在温和条件下发生简单但有效的铜催化硼基化反应(参见方案)。该机制的初步 DFT 研究表明,铜硼基中间体和芳基卤之间的 σ 键复分解生成芳基硼酸酯产物。
A simple but effectivecopper‐catalyzed borylation of aryl halides, including electron‐rich and sterically hindered aryl bromides, with alkoxy diboron reagents occurs under mild conditions (see scheme). Preliminary DFT studies of the mechanism suggest that σ‐bond metathesis between a copper–boryl intermediate and the aryl halide generates the aryl boronate product.