PdII-Catalyzed Mild C-H ortho Arylation and Intramolecular Animation Oriented by a Phosphinamide Group

被引:43
作者
Guan, Jing [1 ,2 ]
Wu, Guo-Jie [3 ]
Han, Fu-She [1 ,4 ]
机构
[1] Chinese Acad Sci, Changchun Inst Appl Chem, Changchun 130022, Jilin, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100864, Peoples R China
[3] NE Normal Univ, Dept Chem, Changchun 130024, Jilin, Peoples R China
[4] Dalian Univ Technol, State Key Lab Fine Chem, Dalian 116024, Peoples R China
关键词
amination; arylation; CH functionalization; palladium; phosphinamide; CROSS-COUPLING REACTIONS; ARYL HYDROGEN PHOSPHATES; BOND FORMATION; PALLADIUM; COPPER; ACTIVATION; PHOSPHITES; ACIDS; PHOSPHONATION; CONSTRUCTION;
D O I
10.1002/chem.201303056
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel protocol for the Pd-catalyzed ortho-arylation of aryl phosphinamide with boronic acid is reported. By using phosphinamide as a new directing group, the reaction proceeds efficiently under mild conditions at 40 degrees C. Mechanistic studies reveal that the reaction proceeds via a Pd-II to Pd-0 cycle. The phosphinamide group is also shown to be an effective orienting group for direct CH amination.
引用
收藏
页码:3301 / 3305
页数:5
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