Ruthenium-Catalyzed C-H Arylation of Benzoic Acids and Indole Carboxylic Acids with Aryl Halides.

Ruthenium-Catalyzed C-H Arylation of Benzoic Acids and Indole Carboxylic Acids with Aryl Halides.
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DOI:
10.1002/chem.201605068
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发表时间:
2017-01-12
期刊:
Chemistry (Weinheim an der Bergstrasse, Germany)
影响因子:
--
通讯作者:
Larrosa I
Larrosa I
中科院分区:
其他
文献类型:
--
作者:
Simonetti M;Cannas DM;Panigrahi A;Kujawa S;Kryjewski M;Xie P;Larrosa I

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本文中,我们报告了第一个Ru催化的苯甲酸与容易获得的芳基(假)卤化物的C−H芳基化反应。该反应不需要使用银盐添加剂,允许先前具有挑战性的受阻苯甲酸的芳基化和通常不反应的邻位取代的卤代芳烃的使用。此外,我们的新方案可以有效地应用于吲哚羧酸,从而允许获得C7-,C6-,C5-和C4-芳基化吲哚化合物,这与吲哚的C2和C3位置的经典增强反应性不同。
Herein we report the first Ru‐catalyzed C−H arylation of benzoic acids with readily available aryl (pseudo)halides. The reaction, which does not require the use of silver salt additives, allows the arylation of previously challenging hindered benzoic acids and the use of generally unreactive ortho‐substituted halorarenes. Furthermore, our new protocol can efficiently be applied to indole carboxylic acids, thus allowing access to C7‐, C6‐, C5‐ and C4‐arylated indole compounds, a departure from the classical enhanced reactivity of the C2 and C3 positions of indole.