Metal-free regioselective C-H chalcogenylation of coumarins/(hetero)arenes at ambient temperature

被引：57
|
作者：
Song, Zengqiang [1 ]
Ding, Chaochao [1 ]
Wang, Shaoli [1 ]
Dai, Qian [1 ]
Sheng, Yaoguang [1 ]
Zheng, Zhilong [1 ]
Liang, Guang [1 ]
机构：
[1] Wenzhou Med Univ, Sch Pharmaceut Sci, Chem Biol Res Ctr, Wenzhou 325035, Zhejiang, Peoples R China
来源：
CHEMICAL COMMUNICATIONS | 2020年 / 56卷 / 12期
基金：
中国国家自然科学基金;
关键词：
S BOND; COUMARINS; DERIVATIVES; FUNCTIONALIZATION; HETEROARYLATION; DICHALCOGENIDES; CHALCOGENATION; (HETERO)ARENES; DISELENIDES; OLEFINATION;
D O I：
10.1039/c9cc09001k
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A novel, practical and metal-free approach for the regioselective selenation of coumarins employing (bis(trifluoroacetoxy)iodo)benzene (PIFA) at room temperature is presented. The developed method is suitable for a wide substrate scope and affords 3-selenyl coumarins in good to excellent yields with high selectivity. A radical mechanism is proposed for this new transformation. Furthermore, the application of sulfenylation with coumarines and selenation with other (hetero)arenes in this transformation is successful.
引用
收藏
页码：1847 / 1850
页数：4
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