A Mild Synthesis of 2-Substituted Benzothiazoles via Nickel-Catalyzed Intramolecular Oxidative C-H Functionalization

被引:41
作者
Gao, Ming-Yuan [2 ]
Li, Jing-Hang [2 ]
Zhang, Shi-Bo [2 ]
Chen, Li Jun [2 ]
Li, Yue-Sheng [1 ]
Dong, Zhi-Bing [1 ,2 ]
机构
[1] Hubei Univ Sci & Technol, Hubei Key Lab Radiat Chem & Funct Mat, Sch Nucl Technol & Chem & Biol, Xianning 437100, Peoples R China
[2] Wuhan Inst Technol, Sch Chem & Environm Engn, Wuhan 430205, Peoples R China
关键词
METAL-FREE SYNTHESIS; S BOND FORMATION; COUPLING REACTIONS; CASCADE REACTIONS; 2-AMINOBENZOTHIAZOLES; DERIVATIVES; CYCLIZATION;
D O I
10.1021/acs.joc.9b02543
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly efficient synthetic method for the preparation of 2-aminobenzothiazoles starting from arylthioureas has been reported. By using a nickel catalyst, arylthioureas undergo intramolecular oxidative C-H bond functionalization, giving the desired 2-aminobenzothiazoles in good to excellent yields. This protocol features an inexpensive catalyst, low catalyst loading, mild reaction conditions, a short reaction time, and good to excellent yields, and it can be scaled up easily to a gram scale with almost no yields decreasing.
引用
收藏
页码:493 / 500
页数:8
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