A 2-(1-methylhydrazinyl)pyridine-directed C-H functionalization/spirocyclization cascade: facile access to spirosuccinimide derivatives

被引:53
|
作者
Zhao, Hua [1 ]
Shao, Xiaoru [1 ]
Wang, Taimin [1 ]
Zhai, Shengxian [1 ,2 ]
Qiu, Shuxian [1 ]
Tao, Cheng [1 ,2 ]
Wang, Huifei [1 ]
Zhai, Hongbin [1 ,2 ,3 ]
机构
[1] Peking Univ, Sch Chem Biol & Biotechnol, State Key Lab Chem Oncogen, Shenzhen Grad Sch, Shenzhen 518055, Peoples R China
[2] Lanzhou Univ, State Key Lab Appl Organ Chem, Coll Chem & Chem Engn, Lanzhou 730000, Gansu, Peoples R China
[3] Collaborat Innovat Ctr Chem Sci & Engn Tianjin, Tianjin 300071, Peoples R China
关键词
REMOVABLE DIRECTING GROUP; CARBON-HYDROGEN BONDS; UNACTIVATED C(SP(3))-H; AROMATIC AMIDES; BORONIC ACIDS; MALEIMIDES; ACTIVATION; CATALYSIS; ARYLATION; BENZAMIDES;
D O I
10.1039/c8cc01774c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A cobalt-catalyzed oxidative coupling of benzoic hydrazides with maleimides by utilizing 2-(1-methylhydrazinyl)pyridine as a bidentate directing group has been developed. This C-H functionalization/spirocyclization cascade protocol shows high efficiency and remarkable functional group tolerance, and the ubiquitous spirosuccinimides were obtained in good to excellent yields with high regioselectivity. This strategy also provides a novel and efficient access to diverse symmetric and unsymmetrical bisspirosuccinimides.
引用
收藏
页码:4927 / 4930
页数:4
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