Rh(III)-Catalyzed meta-C-H Alkenylation with Alkynes

被引：81

作者：

Xu, Hua-Jin ^{[1
]}

Kang, Yan-Shang ^{[1
]}

Shi, Hang ^{[2
]}

Zhang, Ping ^{[1
]}

Chen, You-Ke ^{[1
]}

Zhang, Bing ^{[1
]}

Liu, Zhi-Qiang ^{[1
]}

Zhao, Jing ^{[1
]}

Sun, Wei-Yin ^{[1
]}

Yu, Jin-Quan ^{[2
]}

Lu, Yi ^{[1
]}

机构：

[1] Nanjing Univ, Collaborat Innovat Ctr Adv Microstruct, Coordinat Chem Inst,Nanjing Natl Lab Microstruct, State Key Lab Coordinat Chem,Sch Chem & Chem Engn, Nanjing 210023, Jiangsu, Peoples R China

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

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2019年 / 141卷 / 01期

基金：

美国国家科学基金会; 中国国家自然科学基金;

关键词：

BOND FUNCTIONALIZATION; DIRECTING GROUP; ARYLATION; OLEFINATION; BORYLATION; ALKYLATION; LIGAND; ACTIVATION; ARENES; CATALYSIS;

D O I：

10.1021/jacs.8b11038

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Rh(III)-catalyzed meta-C-H functionalization reactions are still rare. Herein, we report the first example of Rh(III)-catalyzed meta-C-H alkenylation with disubstituted alkynes directed by a U-shaped nitrile template. Exclusive regio-selectivity has been achieved using unsymmetrical aryl and alkyl-disubstituted alkynes to afford synthetically valuable trisubstituted olefins. Propargyl alcohols are also compatible, affording complex allylic alcohols. Notably, transition metal-catalyzed metaalkenylation with alkynes has not been successful with Pd catalysts.

引用

页码：76 / 79

页数：4

共 54 条

[11] Remote meta-C-H Olefination of Phenylacetic Acids Directed by a Versatile U-Shaped Template [J].