ortho-C-H Arylation of Benzoic Acids with Aryl Bromides and Chlorides Catalyzed by Ruthenium
ortho-C-H Arylation of Benzoic Acids with Aryl Bromides and Chlorides Catalyzed by Ruthenium
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DOI：
10.1002/anie.201607270
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发表时间：
2016-11-14
影响因子：
16.6
通讯作者：
Goossen, Lukas J.
中科院分区：
文献类型：
--
作者：
Biafora, Agostino;Krause, Thilo;Goossen, Lukas J.
由催化量的[(p-Cym)RuCl2](2)/PEt3中心点HBF4，K2CO3为碱，NMP为溶剂组成的体系在100℃下有效地催化了苯甲酸与芳基溴化物的邻位C-H芳基化反应。这种广泛应用的转化的主要优点是使用了廉价的Ru催化剂和简单的羧酸盐作为导向基团，这些基团可以被无痕地移除或用作脱羧基IPSO取代的锚点。
A system consisting of catalytic amounts of [(p-cym)RuCl2](2)/PEt3 center dot HBF4, K2CO3 as the base, and NMP as the solvent efficiently mediates the ortho-C-H arylation of benzoic acids with aryl bromides at 100 degrees C. Replacing the phosphine ligand with the amino acid dl-pipecolinic acid enables the analogous transformation with aryl chlorides. The key advantage of this broadly applicable transformation is the use of an inexpensive ruthenium catalyst in combination with simple carboxylates as directing groups, which can either be tracelessly removed or used as anchor points for decarboxylative ipso substitutions.