Directing Group in Decarboxylative Cross-Coupling: CopperCatalyzed Site-Selective C-N Bond Formation from Nonactivated Aliphatic Carboxylic Acids

被引：68
|
作者：
Liu, Zhao-Jing [1 ]
Lu, Xi [1 ]
Wang, Guan [1 ]
Li, Lei [1 ]
Jiang, Wei-Tao [1 ]
Wang, Yu-Dong [1 ]
Xiao, Bin [1 ]
Fu, Yao [1 ]
机构：
[1] Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, CAS Key Lab Urban Pollutant Convers, Anhui Prov Key Lab Biomass Clean Energy,IChEM, Anhua 230026, Peoples R China
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2016年 / 138卷 / 30期
关键词：
ELECTRON TRANSFER; ALKYL-HALIDES; PALLADIUM; FUNCTIONALIZATION; DIAMINATION; PHOTOREDOX; HETEROCYCLES; OXIDATION; AMINATION; MECHANISM;
D O I：
10.1021/jacs.6b05788
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Copper-catalyzed directed decarboxylative amination of nonactivated aliphatic carboxylic acids is described. This intramolecular C-N bond formation reaction provides efficient access to the synthesis of pyrrolidine and piperidine derivatives as well as the modification of complex natural products. Moreover, this reaction presents excellent site selectivity in the C-N bond formation step through the use of directing group. Our work can be considered as a big step toward controllable radical decarboxylative carbon-heteroatom cross-coupling.
引用
收藏
页码：9714 / 9719
页数：6
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