Synthesis of benzofuro- and benzothieno[2,3-c]pyridines via copper-catalyzed [4+2] annulation of ketoxime acetates with acetoacetanilide

被引:20
作者
Rong, Binsen [1 ]
Xu, Gaochen [1 ]
Yan, Huan [1 ]
Zhang, Sai [1 ]
Wu, Qinghuan [1 ]
Zhu, Ning [1 ]
Fang, Zheng [1 ]
Duan, Jindian [1 ]
Guo, Kai [1 ]
机构
[1] Nanjing Tech Univ, Coll Biotechnol & Pharmaceut Engn, State Key Lab Mat Oriented Chem Engn, 30 Puzhu Rd S, Nanjing 211816, Peoples R China
来源
ORGANIC CHEMISTRY FRONTIERS | 2021年 / 8卷 / 12期
基金
中国国家自然科学基金;
关键词
CASCADE REACTION; ACYL OXIMES; METAL-FREE; RING; FLUORESCENT; KETONES; SERIES; DYE;
D O I
10.1039/d1qo00094b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient copper-catalyzed annulation of ketoxime acetates with acetoacetanilide has been developed. This strategy provides an alternate route towards the synthesis of benzofuro- and benzothieno[2,3-c]pyridines with good functional group tolerance and operational simplicity. Mechanistic investigation indicates that an ionic pathway rather than a radical pathway was involved in the transformation.
引用
收藏
页码:2939 / 2943
页数:5
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