Iodine-catalyzed amination of benzothiazoles with KSeCN in water to access primary 2-aminobenzothiazoles

被引:10
|
作者
Zhu, Yu-Shen [1 ]
Shi, Linlin [1 ]
Fu, Lianrong [1 ]
Chen, Xiran [1 ]
Zhu, Xinju [1 ]
Hao, Xin-Qi [1 ]
Song, Mao-Ping [1 ]
机构
[1] Zhengzhou Univ, Coll Chem, Zhengzhou 450001, Peoples R China
基金
中国国家自然科学基金;
关键词
Iodine-catalyzed; Benzothiazoles; KSeCN; Water; Primary; 2-benzothiazolamines; METAL-FREE SYNTHESIS; BOND FORMATION; C-H; DIFUNCTIONALIZATION; IMIDAZOPYRIDINES; ARYLATION; BROMIDES; AZOLES;
D O I
10.1016/j.cclet.2021.08.070
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A facile and sustainable approach for the amination of benzothiazoles with KSeCN using iodine as the catalyst in water has been disclosed under transition-metal free conditions. The reaction proceeded smoothly to afford various primary 2-amino benzothiazoles in up to 96% yield. A series of control experiments were performed, suggesting a ring-opening mechanism was involved via a radical process. This protocol provides efficient synthesis of primary 2-aminobenzothiazoles (C) 2021 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.
引用
收藏
页码:1497 / 1500
页数:4
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