α-Aminoalkyl Radical Addition to Maleimides via Electron Donor-Acceptor Complexes

被引:89
|
作者
Hsu, Chien-Wei [1 ]
Sunden, Henrik [1 ]
机构
[1] Chalmers Univ Technol, Dept Chem & Chem Engn, Kemivagen 10, S-41296 Gothenburg, Sweden
基金
瑞典研究理事会;
关键词
LIGHT PHOTOREDOX CATALYSIS; N-METHYLANILINES; TERTIARY ANILINES; CARBOXYLIC-ACIDS; EDA COMPLEXES; CYCLIZATION; ALKYLATION; ALKENES; N; N-DIMETHYLANILINES; TETRAHYDROQUINOLINES;
D O I
10.1021/acs.orglett.8b00597
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A catalyst-free, photochemical oxidative annulation reaction between dialkylanilines and maleimides to generate tetrahydroquinolines is presented. The reaction is driven by the photochemical activity of an electron donor-acceptor (EDA) complex and has a broad substrate scope with the corresponding products isolated in good to excellent yields: Photochemical characterization of the EDA complex and a mechanistic rational is provided
引用
收藏
页码:2051 / 2054
页数:4
相关论文
共 50 条
  • [31] Visible light-driven fluoroalkylthiocyanation of alkenes via electron donor-acceptor complexes
    Li, Zebiao
    Wang, Shan
    Huo, Yumei
    Wang, Bing
    Yan, Jun
    Guo, Quanping
    ORGANIC CHEMISTRY FRONTIERS, 2021, 8 (12) : 3076 - 3081
  • [32] INTRAMOLECULAR ELECTRON DONOR-ACCEPTOR COMPLEXES AS A MODEL FOR EXCITED TERMOLECULAR COMPLEXES
    YOSHIDA, M
    TATEMITSU, H
    SAKATA, Y
    MISUMI, S
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1976, (15) : 587 - 588
  • [33] Donor-acceptor complexes in ZnO
    M. Türker
    M. Deicher
    H. Wolf
    Th. Wichert
    The ISOLDE-Collaboration
    Hyperfine Interactions, 2010, 197 : 173 - 180
  • [34] MACROMOLECULAR DONOR-ACCEPTOR COMPLEXES
    SIMIONESCU, CI
    GRIGORAS, M
    PROGRESS IN POLYMER SCIENCE, 1991, 16 (06) : 907 - 976
  • [35] DONOR-ACCEPTOR COMPLEXES OF POLYMERS
    PEREDEREEVA, SI
    ORLOV, IG
    CHERKASHIN, MI
    ZHURNAL VSESOYUZNOGO KHIMICHESKOGO OBSHCHESTVA IMENI D I MENDELEEVA, 1978, 23 (05): : 537 - 547
  • [36] Donor-acceptor complexes in ZnO
    Tuerker, M.
    Deicher, M.
    Wolf, H.
    Wichert, Th.
    HYPERFINE INTERACTIONS, 2010, 197 (1-3): : 173 - 180
  • [37] Donor-Acceptor Complexes of Borazines
    Lisovenko, Anna S.
    Timoshkin, Alexey Y.
    INORGANIC CHEMISTRY, 2010, 49 (22) : 10357 - 10369
  • [38] Zinc-Containing Radical Anions via Single Electron Transfer to Donor-Acceptor Adducts
    Cao, Levy L.
    Bamford, Karlee L.
    Liu, Liu Leo
    Stephan, Douglas W.
    CHEMISTRY-A EUROPEAN JOURNAL, 2018, 24 (16) : 3980 - 3983
  • [39] Visible-Light-Induced Radical Arylation Reactions via Electron Donor-Acceptor Complex
    Yi Rongnana
    He Weimin
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2022, 42 (08) : 2590 - 2592
  • [40] ELECTRON DONOR-ACCEPTOR COMPLEXES OF IODINE WITH N-DONORS
    LO, SJ
    TAMRES, M
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1980, 180 (AUG): : 166 - PHYS