Direct Hiyama Cross-Coupling of (Hetero)arylsilanes with C(sp2)-H Bonds Enabled by Cobalt Catalysis

被引:27
|
作者
Lu, Ming-Zhu [1 ]
Ding, Xin [1 ]
Shao, Changdong [1 ]
Hu, Zhengsong [1 ]
Luo, Haiqing [3 ]
Zhi, Sanjun [1 ]
Hu, Huayou [1 ]
Kan, Yuhe [1 ]
Loh, Teck-Peng [2 ]
机构
[1] Huaiyin Normal Univ, Sch Chem & Chem Engn, Jiangsu Key Lab Chem Low Dimens Mat, Huaian 223300, Peoples R China
[2] Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore
[3] Gannan Normal Univ, Dept Chem & Chem Engn, Ganzhou 341000, Peoples R China
基金
中国国家自然科学基金;
关键词
C-H ARYLATION; FUNCTIONALIZATION; SILICON; ARYL; INDOLES; ARYLSILANES; ACCESS; ALKENYLATION; BENZYLATION; ACTIVATION;
D O I
10.1021/acs.orglett.0c00631
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report a chelation-assisted C-H arylation of various indoles with sterically and electronically diverse (hetero)arylsilanes enabled by cost-effective Cp*-free cobalt catalysis. Key to the success of this strategy is the judicious choice of copper(II) fluoride as a bifunctional sliane activator and catalyst reoxidant. This methodology features a broad substrate scope and good functional group compatibility. The synthetic versatility of this protocol has been highlighted by the gram-scale synthesis and late-stage diversification of biologically active molecules.
引用
收藏
页码:2663 / 2668
页数:6
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