Copper-Catalyzed Aerobic Oxidative Regioselective Thiocyanation of Aromatics and Heteroaromatics

被引:101
作者
Jiang, Huanfeng [1 ]
Yu, Wentao [1 ]
Tang, Xiaodong [1 ]
Li, Jianxiao [1 ]
Wu, Wanqing [1 ]
机构
[1] South China Univ Technol, Key Lab Funct Mol Engn Guangdong Prov, Sch Chem & Chem Engn, Guangzhou 510640, Guangdong, Peoples R China
基金
中国国家自然科学基金; 中国博士后科学基金;
关键词
C-H FUNCTIONALIZATION; BOND FUNCTIONALIZATION; DIFLUOROMETHYL THIOETHERS; AMMONIUM THIOCYANATE; EFFICIENT SYNTHESIS; VERSATILE REAGENT; FACILE SYNTHESIS; MILD CONDITIONS; ARENES; CHEMISTRY;
D O I
10.1021/acs.joc.7b01122
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A copper-catalyzed aerobic oxidative reaction between aromatics or heteroaromatics with KSCN is developed by using O-2 as the oxidant. The combination of Cu(OTf)(2), N,N,N',N'-tetramethylethylenediamine (TMEDA) and BF3 center dot Et2O provides an efficient catalytic system, affording substituted thiocyanation products and 2-aminobenzothiazoles in excellent yields. The reaction also possesses a good functional group tolerance for both strong electron-withdrawing and electron-donating groups.
引用
收藏
页码:9312 / 9320
页数:9
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