Remote Para-C-H Acetoxylation of Electron-Deficient Arenes

被引：60

作者：

Li, Minghong ^{[2
]}

Shang, Ming ^{[2
]}

Xu, Hui ^{[1
]}

Wang, Xing ^{[1
]}

Dai, Hui-Xiong ^{[1
]}

Yu, Jin-Quan ^{[3
]}

机构：

[1] Univ Chinese Acad Sci, Chinese Acad Sci, Shanghai Inst Mat Med, Dept Med Chem, 555 Rd Chong Zhi,Zhangjiang Hitech Pk, Shanghai 201203, Peoples R China

[2] Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 20032, Peoples R China

[3] Scripps Res Inst, Dept Chem, 10550 North Torrey Pines Rd, La Jolla, CA 92037 USA

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 02期

关键词：

ARYL HALIDES; BORYLATION; FUNCTIONALIZATION; OLEFINATION; SILYLATION; AMINATION; LIGAND;

D O I：

10.1021/acs.orglett.8b03871

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

One formidable challenge in sp(2) C-H activation is how to achieve high para selectivity on electron-deficient arenes because such site selectivity is disfavored by the electronic bias induced by the electron-withdrawing groups. The first highly selective para-C-H acetoxylation of various benzoic acids using a nitrile-based template was realized. Removal of the template leads to para-hydroxylated benzoic acids, which are versatile intermediates for a wide range of synthetically useful transformations.

引用

页码：540 / 544

页数：5

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