Metal-free visible light driven synthesis of tetrahydroquinoline derivatives utilizing Rose Bengal

被引:28
|
作者
Xin, Jing-Rui [1 ]
Guo, Jun -Tao [1 ]
Vigliaturo, Dominic [2 ,3 ]
He, Yan-Hong [1 ]
Guan, Zhi [1 ]
机构
[1] Southwest Univ, Sch Chem & Chem Engn, Key Lab Appl Chem Chongqing Municipal, Chongqing 400715, Peoples R China
[2] Coll St Benedict, Dept Chem, Collegeville, MN 56374 USA
[3] St Johns Univ, Collegeville, MN 56374 USA
基金
中国国家自然科学基金;
关键词
Visible light; Photoredox catalysis; Rose Bengal; Tetrahydroquinoline; Tandem radical cyclization; C-H FUNCTIONALIZATION; DIELS-ALDER REACTION; PHOTOREDOX CATALYSIS; ORGANIC-SYNTHESIS; PHOTOCATALYSIS; CASCADE; BONDS; DYES; TETRAHYDROISOQUINOLINES; COPOLYMERIZATION;
D O I
10.1016/j.tet.2017.06.030
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The visible-light driven reaction for the synthesis of tetrahydroquinoline derivatives via tandem radical cyclization of N,N-dimethylanilines with 2-benzylidenemalononitriles has been developed. Corresponding products were obtained with yields of up to 74% under mild conditions by using Rose Bengal as a triplet sensitizer, which is inexpensive, environmentally-friendly and easily acquired. This work demonstrates the potential benefits of Rose Bengal for the production of tetrahydroquinoline derivatives. (C) 2017 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4627 / 4633
页数:7
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