Copper-Catalyzed Cyanoalkylation of Amines via C-C Bond Cleavage: An Approach for C(sp3)-N Bond Formations

被引：28
|
作者：
Yang, Lin [1 ,2 ]
Zhang, Jia-Yu [1 ,2 ]
Duan, Xin-Hua [1 ,2 ]
Gao, Pin [1 ,2 ]
Jiao, Jiao [1 ,2 ]
Guo, Li-Na [1 ,2 ]
机构：
[1] Xi An Jiao Tong Univ, Dept Chem, Sch Sci, Xian Key Lab Sustainable Energy Mat Chem, Xian 710049, Shaanxi, Peoples R China
[2] Xi An Jiao Tong Univ, MOE Key Lab Nonequilibrium Synth & Modulat Conden, Xian 710049, Shaanxi, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 13期
基金：
中国国家自然科学基金;
关键词：
CYCLOBUTANONE O-BENZOYLOXIMES; REDUCTIVE AMINATION; H CYANOALKYLATION; ALKYL-HALIDES; PHOTOREDOX; CHEMISTRY; SECONDARY; RADICALS; TRANSFORMATION; COUPLINGS;
D O I：
10.1021/acs.joc.9b01084
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The efficient copper-catalyzed cyanoalkylation of amines via C-C bond cleavage has been demonstrated. Distinctive features of this procedure involves mild conditions, broad range of nitrogen nucleophiles, high selectivity, and good functional group tolerance, thus providing a useful approach for the C(sp(3))-N bond formations. Most importantly, this protocol is applicable to the late-stage functionalization of natural products, amino acid esters, and drugs. Mechanistic studies suggest that a radical intermediate was involved in this transformation.
引用
收藏
页码：8615 / 8629
页数：15
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