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
来源：
TETRAHEDRON | 2017年 / 73卷 / 31期
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
相关论文
共 50 条
  • [21] Metal-Free Photocatalyst with Visible-Light-Driven Post-Illumination Catalytic Memory
    Zhang, Qi
    Wang, Hua
    Li, Zhangliang
    Geng, Cong
    Leng, Jinhui
    ACS APPLIED MATERIALS & INTERFACES, 2017, 9 (26) : 21738 - 21746
  • [22] Highly Efficient Metal-Free Visible Light Driven Photocatalyst: Graphene Oxide/Polythiophene Composite
    Yu, Yue
    Yang, Qiqi
    Yu, Xi
    Lu, Qingye
    Hong, Xinlin
    CHEMISTRYSELECT, 2017, 2 (20): : 5578 - 5586
  • [23] Metal-Free Single Atom Catalyst for N2 Fixation Driven by Visible Light
    Ling, Chongyi
    Niu, Xianghong
    Li, Qang
    Du, Aijun
    Wang, Jinlan
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2018, 140 (43) : 14161 - 14168
  • [24] Metal-Free Single Atom Catalyst for N2Fixation Driven by Visible Light
    Wang, Jinlan (jlwang@seu.edu.cn); Du, Aijun (aijun.du@qut.edu.au), 1600, American Chemical Society (140):
  • [25] Visible-Light-Driven, Metal-Free Divergent Difunctionalization of Alkenes Using Alkyl Formates
    Zheng, Ming
    Hou, Jing
    Zhan, Le-Wu
    Huang, Yan
    Chen, Ling
    Hua, Li-Li
    Li, Yan
    Tang, Wan-Ying
    Li, Bin-Dong
    ACS CATALYSIS, 2021, 11 (02) : 542 - 553
  • [26] Metal-free synthesis of nitriles from aldehydes and ammonium by visible-light photocatalysis
    Xu He
    Yi-Wen Zheng
    Bin Chen
    Ke Feng
    Chen-Ho Tung
    Li-Zhu Wu
    Science China(Chemistry), 2023, (10) : 2852 - 2857
  • [27] Metal-free synthesis of nitriles from aldehydes and ammonium by visible-light photocatalysis
    Xu He
    Yi-Wen Zheng
    Bin Chen
    Ke Feng
    Chen-Ho Tung
    Li-Zhu Wu
    Science China Chemistry, 2023, 66 : 2852 - 2857
  • [28] Visible-Light-Driven Metal-Free and Photocatalyst-Free Intramolecular Cyclization of Chalcones to Access Phenanthrenes
    Yi, Miaoyan
    Zhang, Chen
    Liao, Saihu
    Sun, Bing
    SYNLETT, 2025, 36 (03) : 274 - 278
  • [29] Metal-Free Synthesis of Guanidines from Thioureas in Water Reactions Mediated by Visible Light
    Annuur, Rose Malina
    Saetan, Trin
    Sukwattanasinitt, Mongkol
    Wacharasindhu, Sumrit
    SYNTHESIS-STUTTGART, 2023, 55 (14): : 2166 - 2176
  • [30] Metal-free synthesis of nitriles from aldehydes and ammonium by visible-light photocatalysis
    He, Xu
    Zheng, Yi-Wen
    Chen, Bin
    Feng, Ke
    Tung, Chen-Ho
    Wu, Li-Zhu
    SCIENCE CHINA-CHEMISTRY, 2023, 66 (10) : 2852 - 2857
12345