Copper-catalyzed, N-directed remote C(sp3)-H azidation and thiocyanation

被引:31
作者
Min, Qing-Qiang [1 ,2 ]
Yang, Jia-Wen [1 ,2 ]
Pang, Meng-Juan [1 ,2 ]
Ao, Gui-Zhen [1 ,2 ]
Liu, Feng [1 ,2 ,3 ]
机构
[1] Soochow Univ, Jiangsu Key Lab Neuropsychiat Dis, Coll Pharmaceut Sci, 199 Ren Ai Rd, Suzhou 215123, Jiangsu, Peoples R China
[2] Soochow Univ, Dept Med Chem, Coll Pharmaceut Sci, 199 Ren Ai Rd, Suzhou 215123, Jiangsu, Peoples R China
[3] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China
关键词
ALKYLATION; BONDS; FUNCTIONALIZATION; AMINATION; IODINE;
D O I
10.1039/d0qo01012j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient and general method for the catalytic installation of azido and thiocyanato groups via remote C(sp(3))-H activation is described. The copper-catalyzed reaction proceeds through a cascade of single-electron transfer, favorable 1,5-hydrogen atom transfer, and C-N/C-S cross-coupling, thus providing the distal azido and thiocyanato alkylamines. This reaction could be applicable to primary, secondary, tertiary, and benzylic C(sp(3))-H functionalization, as well as demonstrating excellent site-selectivity and functional-group compatibility.
引用
收藏
页码:249 / 253
页数:5
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