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
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
收藏
页码:76 / 79
页数:4
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