Chlorophyll-Catalyzed Visible-Light-Mediated Synthesis of Tetrahydroquinolines from N,N-Dimethylanilines and Maleimides

被引:95
|
作者
Guo, Jun-Tao
Yang, Da-Cheng
Guan, Zhi
He, Yan-Hong
机构
[1] Key Laboratory of Applied Chemistry of Chongqing Municipality, School of Chemistry and Chemical Engineering, Southwest University, Chongqing
来源
JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 82卷 / 04期
基金
中国国家自然科学基金;
关键词
TERTIARY ANILINES; N-METHYLANILINES; CYCLIZATION;
D O I
10.1021/acs.joc.6b03034
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Natural pigment chlorophyll was used as a green photosensitizer for the first time in a visible-light photoredox catalysis for the efficient synthesis of tetrahydroquinolines from N,N-dimethylanilines and maleimides in an air atmosphere. The reaction involves direct cyclization via an sp(3) C-H bond functionalization process to afford products in moderate to high yields (61-98%) from a wide range of substrates with a low loading of chlorophyll under mild conditions. This work demonstrates the potential benefits of chlorophyll as photo-sensitizer in visible light catalysis.
引用
收藏
页码:1888 / 1894
页数:7
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