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

被引:77
作者
Simonetti, Marco [1 ]
Cannas, Diego M. [1 ]
Panigrahi, Adyasha [1 ]
Kujawa, Szymon [1 ]
Kryjewski, Michal [2 ]
Xie, Pan [1 ]
Larrosa, Igor [1 ]
机构
[1] Univ Manchester, Sch Chem, Oxford Rd, Manchester M13 9PL, Lancs, England
[2] Poznan Univ Med Sci, Dept Inorgan & Analyt Chem, Grunwaldzka 6, PL-60780 Poznan, Poland
基金
英国工程与自然科学研究理事会; 欧洲研究理事会;
关键词
arylation; benzoic acids; C-H activation; indole carboxylic acids; ruthenium; TRACELESS DIRECTING GROUPS; BOND ACTIVATION; ORTHO-AMIDATION; FUNCTIONALIZATION; DECARBOXYLATION; OLEFINATION; STRATEGY; HETEROARYLATION; TRANSFORMATIONS; ALKENYLATION;
D O I
10.1002/chem.201605068
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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.
引用
收藏
页码:549 / 553
页数:5
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