[4+2]cycloaddition of indole derivatives with bismaleimides: A route to new biscarbazoles

被引：13
|
作者：
Pindur, U
Gonzalez, E
Mehrabani, F
机构：
[1] Institute of Pharmacy, Department of Chemistry and Pharmacy, University of Mainz
来源：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1997年 / 12期
关键词：
D O I：
10.1039/a608580f
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
New results for the reaction of in situ generated N-acylindole-2,3-quinodimethanes and donor-/acceptor-substituted 3-vinylindoles with some bismaleimides are described. By a [4 + 2]cycloaddition process, a variety of biscarbazoles are formed endo-selectively. These conformationally flexible molecules constitute a new class of compounds believed to have potential as DNA minor groove binding ligands.
引用
收藏
页码：1861 / 1867
页数：7
相关论文
共 50 条
  • [1] [4 + 2]Cycloaddition of indole derivatives with bismaleimides: a route to new biscarbazoles
    J Chem Soc Perkin Trans 1, 12 (1861):
  • [2] MICROWAVE [4+2]CYCLOADDITION REACTIONS OF GLYOXAL DERIVATIVES
    STAMBOULI, A
    CHASTRETTE, M
    SOUFIAOUI, M
    TETRAHEDRON LETTERS, 1991, 32 (14) : 1723 - 1724
  • [3] SYNTHESIS OF QUINOLINE DERIVATIVES BY [4+2]CYCLOADDITION REACTION
    KAMETANI, T
    TAKEDA, H
    SUZUKI, Y
    HONDA, T
    SYNTHETIC COMMUNICATIONS, 1985, 15 (06) : 499 - 505
  • [4] New route for [60]fullerene functionalisation in [4+2] cycloaddition reaction using indene
    Puplovskis, A
    Kacens, J
    Neilands, O
    TETRAHEDRON LETTERS, 1997, 38 (02) : 285 - 288
  • [5] Dearomatization [4+2] Cycloaddition of Nonactivated Benzene Derivatives
    Wang, Junjian
    Luo, Haotian
    Wang, Xinghua
    Wei, Donghui
    Tian, Rongqiang
    Duan, Zheng
    ORGANIC LETTERS, 2022, 24 (24) : 4404 - 4408
  • [6] [4+2] CYCLOADDITIONS OF A VINYLKETENIMINE - NEW ROUTE TOWARD FUNCTIONALIZED CYCLOHEXENONE DERIVATIVES
    SONVEAUX, E
    GHOSEZ, L
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (16) : 5417 - 5419
  • [7] An efficient route to pyrimidine nucleoside analogues by [4+2] cycloaddition reaction
    Pearson, MSM
    Robin, A
    Bourgougnon, N
    Meslin, JC
    Deniaud, D
    JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (22): : 8583 - 8587
  • [8] A [4+2] cycloaddition strategy to pyridine boronic ester derivatives
    Delaney, Patrick M.
    Huang, Jianhui
    Macdonald, Simon J. F.
    Harrity, Joseph P. A.
    ORGANIC LETTERS, 2008, 10 (05) : 781 - 783
  • [9] ANIONIC [4+2] CYCLOADDITION REACTIONS OF INDOLE-2,3-DIENOLATE WITH DIENOPHILES - A FACILE REGIOSPECIFIC ROUTE TO SUBSTITUTED CARBAZOLES
    RAO, MVB
    SATYANARAYANA, J
    ILA, H
    JUNJAPPA, H
    TETRAHEDRON LETTERS, 1995, 36 (19) : 3385 - 3388
  • [10] A new synthesis of isoamethyrins: A 4+2 route
    Anguera, Gonzalo
    Borros, Salvador
    Borrell, Jose I.
    Sanchez-Garcia, David
    JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2016, 20 (8-11) : 1055 - 1059
12345