Mild Rh(III)-Catalyzed C-H Activation and Annulation with Alkyne MIDA Boronates: Short, Efficient Synthesis of Heterocyclic Boronic Acid Derivatives

Mild Rh(III)-Catalyzed C-H Activation and Annulation with Alkyne MIDA Boronates: Short, Efficient Synthesis of Heterocyclic Boronic Acid Derivatives
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DOI:
10.1021/ja310153v
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发表时间:
2012-12-05
影响因子:
15
通讯作者:
Glorius, Frank
Glorius, Frank
中科院分区:
化学1区
文献类型:
--
作者:
Wang, Honggen;Grohmann, Christoph;Glorius, Frank

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利用Rh(III)催化的C-H活化反应,我们发展了一种温和、快速、高效的合成3-异喹啉酮MIDA硼酸酯的方法。该反应是实用的和可放大的。所形成的产物已被高效地应用于Suzuki-Miyaura反应。这种策略也已成功地扩展到合成MIDA硼酸酯官能化的杂环,如异喹啉,吡咯和吲哚。
Taking advantage of Rh(III)-catalyzed C-H activation reactions, we have developed a mild, short, and efficient method for the synthesis of bench-stable 3-isoquinolone MIDA boronates. The reaction is practical and scalable. The product formed has been applied in the Suzuki-Miyaura reaction with high efficiency. This strategy has also been successfully expanded to the synthesis of MIDA boronate functionalized heterocycles such as isoquinoline, pyrrole, and indole.