Copper-Mediated Remote C-H Bond Chalcogenation of Quinolines on the C5 Position

被引:135
|
作者
Zhu, Longzhi [1 ]
Qiu, Renhua [1 ]
Cao, Xin [1 ]
Xiao, Song [1 ]
Xu, Xinhua [1 ]
Au, Chak-Tong [1 ,2 ]
Yin, Shuang-Feng [1 ]
机构
[1] Hunan Univ, Coll Chem & Chem Engn, State Key Lab Chemo Biosensing & Chemometr, Changsha 410082, Hunan, Peoples R China
[2] Hong Kong Baptist Univ, Dept Chem, Hong Kong, Hong Kong, Peoples R China
关键词
CATALYZED DIRECT THIOLATION; DIRECT ARYLATION; DIRECTING GROUP; REGIOSELECTIVE SYNTHESIS; UNACTIVATED C(SP(3))-H; EFFICIENT SYNTHESIS; ARYL; FUNCTIONALIZATION; ACTIVATION; SULFENYLATION;
D O I
10.1021/acs.orglett.5b02511
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient and convenient method is developed for the remote C-H bond chalcogenation of 8-aminoquinoline scaffolds on the C5 position that is geometrically inaccessible. The protocol makes use of inexpensive CuBr2 as mediator and shows good tolerance toward numerous disulfides/diselenides and aliphatic amides, giving the corresponding products in good to excellent yield.
引用
收藏
页码:5528 / 5531
页数:4
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