Visible light mediated azomethine ylide formation-photoredox catalyzed [3+2] cycloadditions

被引:174
作者
Rueping, Magnus [1 ]
Leonori, Daniele [1 ]
Poisson, Thomas [1 ]
机构
[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany
关键词
C-H FUNCTIONALIZATION; COORDINATION-COMPOUNDS; TRICYCLIC AMINES; ALDEHYDES; ORGANOCATALYSIS; PHOTOCATALYSIS; PHOTOCHEMISTRY; PHOTOPHYSICS; DERIVATIVES; CYCLIZATION;
D O I
10.1039/c1cc13660g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The synthesis of highly functionalised N-heterocycles has been achieved by the visible light mediated photoredox conversion of tertiary amines to azomethine ylides and their further reaction with maleimide derivatives as dipolarophiles.
引用
收藏
页码:9615 / 9617
页数:3
相关论文
共 46 条
  • [11] Visible-Light Photoredox Catalysis: Aza-Henry Reactions via C-H Functionalization
    Condie, Allison G.
    Gonzalez-Gomez, Jose C.
    Stephenson, Corey R. J.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (05) : 1464 - +
  • [12] Visible-light-mediated conversion of alcohols to halides
    Dai, Chunhui
    Narayanam, Jagan M. R.
    Stephenson, Corey R. J.
    [J]. NATURE CHEMISTRY, 2011, 3 (02) : 140 - 145
  • [13] APPLICATIONS OF LIGHT-INDUCED ELECTRON-TRANSFER REACTIONS - COUPLING OF HYDROGEN GENERATION WITH PHOTO-REDUCTION OF RUTHENIUM(II) COMPLEXES BY TRIETHYLAMINE
    DELAIVE, PJ
    SULLIVAN, BP
    MEYER, TJ
    WHITTEN, DG
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (14) : 4007 - 4008
  • [14] Crossed Intermolecular [2+2] Cycloadditions of Acyclic Enones via Visible Light Photocatalysis
    Du, Juana
    Yoon, Tehshik P.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (41) : 14604 - +
  • [15] Photocatalysis for the formation of the C-C bond
    Fagnoni, Maurizio
    Dondi, Daniele
    Ravelli, Davide
    Albini, Angelo
    [J]. CHEMICAL REVIEWS, 2007, 107 (06) : 2725 - 2756
  • [16] Photochemistry and photophysics of coordination compounds: Iridium
    Flamigni, Lucia
    Barbieri, Andrea
    Sabatini, Cristiana
    Ventura, Barbara
    Barigelletti, Francesco
    [J]. PHOTOCHEMISTRY AND PHOTOPHYSICS OF COORDINATION COMPOUNDS II, 2007, 281 : 143 - 203
  • [17] Visible Light-Mediated Intermolecular C-H Functionalization of Electron-Rich Heterocycles with Malonates
    Furst, Laura
    Matsuura, Bryan S.
    Narayanam, Jagan M. R.
    Tucker, Joseph W.
    Stephenson, Corey R. J.
    [J]. ORGANIC LETTERS, 2010, 12 (13) : 3104 - 3107
  • [18] Chiral catalysts in the stereoselective synthesis of pyrrolidine derivatives via metallo-azomethine ylides
    Husinec, S
    Savic, V
    [J]. TETRAHEDRON-ASYMMETRY, 2005, 16 (12) : 2047 - 2061
  • [19] Efficient visible light photocatalysis of [2+2] enone cycloadditions
    Ischay, Michael A.
    Anzovino, Mary E.
    Du, Juana
    Yoon, Tehshik P.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (39) : 12886 - +
  • [20] Asymmetric 1,3-dipolar cycloadditions of acrylamides
    Kissane, Marie
    Maguire, Anita R.
    [J]. CHEMICAL SOCIETY REVIEWS, 2010, 39 (02) : 845 - 883