Photocatalyst-Free Regioselective C-H Thiocyanation of 4-Anilinocoumarins under Visible Light

被引:97
作者
Li, Guoqing [2 ]
Yan, Qiuli [1 ,2 ]
Gong, Xueqin [2 ]
Dou, Xiaomeng [3 ]
Yang, Daoshan [1 ,2 ]
机构
[1] Qingdao Univ Sci & Technol, Coll Chem & Mol Engn, State Key Lab Base Ecochem Engn, Zhengzhou Rd 53, Qingdao 266042, Shandong, Peoples R China
[2] Qufu Normal Univ, Sch Chem & Chem Engn, Yulong Rd 57, Qufu 273165, Peoples R China
[3] Hunan Univ Sci & Technol, Sch Chem & Chem Engn, Taoyuan Rd 1, Xiangtan 411201, Peoples R China
来源
ACS SUSTAINABLE CHEMISTRY & ENGINEERING | 2019年 / 7卷 / 16期
基金
中国国家自然科学基金;
关键词
Photocatalyst-free; C-H thiocyanation; Visible light; Enaminone; Sustainable synthetic chemistry; QUINOLINE N-OXIDES; PHOTOREDOX CATALYSIS; BOND FUNCTIONALIZATION; AMMONIUM THIOCYANATE; C-3; THIOCYANATION; INDOLES; ACTIVATION; COUMARINS; DERIVATIVES; ALKYLATION;
D O I
10.1021/acssuschemeng.9b02511
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In the present study, we describe the successful development of a novel and efficient C(sp(2))-H thiocyanation reaction of electron-rich heteroarenes and arenes with readily available ammonium thiocyanate under visible light exposure. Most importantly, the reaction proceeded smoothly without addition of any photocatalyst or strong oxidant, ultimately minimizing the production of chemical waste. The advantages of this reaction met the requirements of green and sustainable synthetic chemistry and may be widely used in organic synthesis and pharmaceutical chemistry.
引用
收藏
页码:14009 / 14015
页数:13
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