Cobalt(II)-catalyzed remote C5-selective C-H sulfonylation of quinolines via insertion of sulfur dioxide

被引:41
|
作者
Wang, Kai [1 ]
Wang, Guodong [1 ]
Duan, Guiyun [1 ]
Xia, Chengcai [1 ]
机构
[1] Taishan Med Univ, Pharm Coll, Tai An 271016, Shandong, Peoples R China
来源
RSC ADVANCES | 2017年 / 7卷 / 81期
关键词
PALLADIUM-CATALYZED AMINOSULFONYLATION; BETA-KETO SULFONES; N-OXIDES; 8-AMINOQUINOLINE AMIDES; ONE-POT; MULTICOMPONENT REACTION; AEROBIC DIFUNCTIONALIZATION; BOND FUNCTIONALIZATIONS; 3-COMPONENT REACTION; EFFICIENT METHOD;
D O I
10.1039/c7ra11363c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel and simple method for C-H sulfonylation of quinolines based on an inexpensive cobalt catalyst via insertion of sulfur dioxide is established. Excellent selectivity in the C5-position of quinolines is observed. This transformation has no need of oxidant and additive, affording sulfonated products in moderate to good yields. Furthermore, aromatic amines can displace aryldiazonium tetrafluoroborates as original materials via the in situ diazotization. The results of control experiments indicate that a radical pathway is involved in this sulfonylation.
引用
收藏
页码:51313 / 51317
页数:5
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