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

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2019年 / 58卷 / 51期

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

页码：18502 / 18507

页数：6

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