Journal of Organic Chemistry
Journal of Organic Chemistry
5 years ago

Copper-Catalyzed Aerobic Oxidative Regioselective Thiocyanation of Aromatics and Heteroaromatics

Copper-Catalyzed Aerobic Oxidative Regioselective Thiocyanation of Aromatics and Heteroaromatics
Xiaodong Tang, Wentao Yu, Huanfeng Jiang, Wanqing Wu, Jianxiao Li
A copper-catalyzed aerobic oxidative reaction between aromatics or heteroaromatics with KSCN is developed by using O2 as the oxidant. The combination of Cu(OTf)2, N,N,N′,N′-tetramethylethylenediamine (TMEDA) and BF3·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.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b01122

DOI: 10.1021/acs.joc.7b01122

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