Carboxy Group as a Remote and Selective Chelating Group for C-H Activation of Arenes

被引:59
|
作者
Li, Shangda [1 ]
Wang, Hang [1 ,2 ]
Weng, Yunxiang [3 ]
Li, Gang [1 ,2 ]
机构
[1] Chinese Acad Sci, State Key Lab Struct Chem, Ctr Excellence Mol Synth, Fujian Inst Res Struct Matter, 155 West Yang Qiao Rd, Fuzhou 350002, Fujian, Peoples R China
[2] Univ Chinese Acad Sci Beijing, Beijing 100049, Peoples R China
[3] Tsinghua Univ, Dept Chem, Minist Educ, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Beijing 100084, Peoples R China
关键词
arylation; C-H activation; coordination modes; palladium; synthetic methods; TRACELESS DIRECTING GROUPS; DIRECT ORTHO-ARYLATION; BENZOIC-ACIDS; CONVENIENT SYNTHESIS; EXPEDIENT SYNTHESIS; AROMATIC-ALDEHYDES; ORTHO-ALKYNYLATION; BOND FORMATION; O BOND; META;
D O I
10.1002/anie.201910691
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first example of carboxy group assisted, remote-selective C(sp(2))-H activation with a Pd-II catalyst has been developed and proceeds through a possible kappa(2) coordination of the carboxy group, thus suppressing the ortho-C-H activation through kappa(1) coordination. Besides meta-C-H olefination, direct meta-arylation of hydrocinnamic acid derivatives with low-cost aryl iodides has been achieved for the first time. These findings may motivate the exploration of novel reactivities of the carboxy assisted C-H activation reactions with intriguing selectivities.
引用
收藏
页码:18502 / 18507
页数:6
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