Enantioselective Synthesis of C-N Axially Chiral N-Aryloxindoles by Asymmetric Rhodium-Catalyzed Dual C-H Activation

被引：159

作者：

Li, Honghe ^{[1
]}

Yan, Xiaoqiang ^{[1
]}

Zhang, Jitan ^{[1
]}

Guo, Weicong ^{[1
]}

Jiang, Jijun ^{[1
]}

Wang, Jun ^{[1
]}

机构：

[1] Sun Yat Sen Univ, Sch Chem, Minist Educ, Key Lab Bioinorgan & Synthet Chem, Guangzhou 510275, Guangdong, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2019年 / 58卷 / 20期

基金：

中国国家自然科学基金;

关键词：

alkynes; axial chirality; C-H activation; heterocycles; rhodium; OXIDATIVE ANNULATION; BIARYL COMPOUNDS; STEREOSELECTIVE-SYNTHESIS; INTERNAL ALKYNES; CONSTRUCTION; ATROPISOMERS; FUNCTIONALIZATION; BENZANNULATION; LIGANDS; INDOLES;

D O I：

10.1002/anie.201901619

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The first enantioselective Satoh-Miura-type reaction is reported. A variety of C-N axially chiral N-aryloxindoles have been enantioselectively synthesized by an asymmetric rhodium-catalyzed dual C-H activation reaction of N-aryloxindoles and alkynes. High yields and enantioselectivities were obtained (up to 99% yield and up to 99% ee). To date, it is also the first example of the asymmetric synthesis of C-N axially chiral compounds by such a C-H activation strategy.

引用

页码：6732 / 6736

页数：5

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