SYNTHESIS OF 3,9B-DIHYDRO-5H-PYRROLO[2,1-A]ISOINDOLES AND 3,5,6,10B-TETRAHYDROPYRROLO[2,1-A]ISOQUINOLINES WITH 1,3-DIPOLAR CYCLOADDITION REACTIONS

被引：14
|
作者：
ANDERSON, WK
KINDER, FR
机构：
[1] Department of Medicinal Chemistry, School of Pharmacy, State University of New York at Buffalo, Buffalo, New York
来源：
JOURNAL OF HETEROCYCLIC CHEMISTRY | 1990年 / 27卷 / 04期
关键词：
D O I：
10.1002/jhet.5570270428
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The title classes of compounds have been prepared using a sequence of two ring‐forming reactions. Initial 1,3‐dipolar cycloaddition with an azomethine ylide gave N‐acylated 3‐pyrrolines which were further elaborated to the target compounds by a tandem deprotection/cyclization reaction. Copyright © 1990 Journal of Heterocyclic Chemistry
引用
收藏
页码：975 / 979
页数：5
相关论文
共 50 条
  • [41] STRUCTURE OF 1,2,3,9B-TETRAHYDRO-9B-BETA-HYDROXY-2-BETA-METHOXY-1-ALPHA-PHENYL-5H-PYRROLO-[2,1-A]ISOINDOL-5-ONE
    FUKUYAMA, K
    TANAKA, N
    KAKUDO, M
    ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1980, 36 (AUG): : 1965 - 1966
  • [42] NOVEL REARRANGEMENT OF 8H-ISOQUINO[2,1-B] [2]BENZAZOCINES TO "3-PHENYLPYRROLO[2,1-A]ISOQUINOLINES AND RELATED-COMPOUNDS
    HANAOKA, M
    WADA, A
    SAKAMOTO, Y
    ICHIHARA, M
    YASUDA, S
    IMANISHI, T
    HETEROCYCLES, 1981, 16 (11) : 1933 - 1936
  • [43] A Three-Component Synthesis of 3-Functionally Substituted 5,6-Dihydropyrrolo[2,1-a]isoquinolines
    Miftyakhova, Almira R.
    Borisova, Tatiana N.
    Titov, Alexander A.
    Sidakov, Matvey B.
    Novikov, Roman A.
    Efimov, Ilya, V
    Varlamov, Alexey V.
    Voskressensky, Leonid G.
    CHEMISTRY & BIODIVERSITY, 2022, 19 (01)
  • [44] Synthesis of [1,2,4]triazolo[3,4-a]isoquinolines and pyrrolo[2,1-a]isoquinolines using alpha-keto hydrazonoyl halides
    Elwan, NM
    Abdelhadi, HA
    Abdallah, TA
    Hassaneen, HM
    TETRAHEDRON, 1996, 52 (10) : 3451 - 3456
  • [45] Synthesis of dibenzo[b,g][1,5]diazoninedione and isoindolo[2,1-a]quinazoline derivatives
    Bakavoli, M
    Davoodnia, A
    Rahimizadeh, M
    Heravi, MM
    MENDELEEV COMMUNICATIONS, 2006, 16 (01) : 29 - 30
  • [46] Cobalt-catalyzed oxidative [3+2] cycloaddition reactions: an efficient synthesis of pyrrolo- and imidazo-[2,1-a]isoquinolinest
    Feng, Chengtao
    Su, Ji-Hu
    Yan, Yizhe
    Guo, Fengfeng
    Wang, Zhiyong
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2013, 11 (39) : 6691 - 6694
  • [47] A novel three-component reaction for the diastereoselective synthesis of 2H-pyrimido[2,1-a]isoquinolines via 1,4-dipolar cycloaddition
    Nair, V
    Sreekanth, AR
    Abhilash, N
    Bhadbhade, MM
    Gonnade, RC
    ORGANIC LETTERS, 2002, 4 (21) : 3575 - 3577
  • [48] 1,3-dipolar cycloaddition reaction of 6,7-dimethoxy-3,4-dihydroisoquinoline N-oxide with diketene: A novel consecutive rearrangement to hexahydropyrrolo[2,1-a]isoquinolines
    Zhao, BX
    Eguchi, S
    HETEROCYCLIC COMMUNICATIONS, 1998, 4 (02) : 113 - 123
  • [49] Enamines of the 1,2,3,4-tetrahydroiso-quinoline series in the Chichibabin synthesis of pyrrolo[2,1-a]isoquinolines and in reaction with oxalyl chloride
    Polygalova N.N.
    Mikhailovskii A.G.
    Vikhareva E.V.
    Vakhrin M.I.
    Chemistry of Heterocyclic Compounds, 2007, 43 (7) : 900 - 905
  • [50] Synthesis of Dispiro[indeno[1,2-b]quinoxaline-11,1′-pyrrolo-[2,1-a]isoquinoline-3′,3′′-indolin]-2′′-one Derivatives via Cycloaddition Reactions
    Yan, Jin-Long
    Wu, Ya-Wen
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2021, 91 (SUPPL 1) : S131 - S136
12345