Reactivity of 3-substituted indolin-2-ones in vilsmeier-type reactions of 4,6-dimethoxyindoles

被引:14
|
作者
Black, DS
Ivory, AJ
Kumar, N
机构
[1] School of Chemistry, University of New South Wales, Sydney
关键词
D O I
10.1016/0040-4020(96)00305-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
4,6-Dimethoxy-2,3-diphenylindole 1 undergoes reaction with the 3-substituted indolin-2-ones 7,8,11-14 and either phosphoryl chloride or triflic anhydride to give the 2,7'-biindolyl 16, the 7,7': 2,7'-terindolyls 19, 20 and the 7,7'-biindolyl 23. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:7003 / 7012
页数:10
相关论文
共 50 条
  • [31] TIN(IV) DERIVATIVES OF 3-SUBSTITUTED 2-MERCAPTOQUINAZOL-4-ONES
    RAO, RJ
    WANKADE, H
    CHAUHAN, HPS
    NATIONAL ACADEMY SCIENCE LETTERS-INDIA, 1994, 17 (9-10): : 185 - 187
  • [32] PHOTOELECTRONIC SPECTRA OF DIFFERENTLY 3-SUBSTITUTED 2-CYCLOHEXYN-1-ONES - CORRELATION WITH REACTIVITY
    PFISTERGUILLOUZO, G
    GERIBALDI, S
    GAL, JF
    CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1982, 60 (10): : 1163 - 1172
  • [33] Novel One-Pot Access to 3,3-bis(3-hydroxy-5-substituted-1H-pyrazol-4-yl)indolin-2-ones
    Lin, Yan
    Fu, Zhijie
    Jin, Zhimin
    Song, Qingbao
    Shen, Tianhua
    JOURNAL OF THE CHEMICAL SOCIETY OF PAKISTAN, 2016, 38 (05): : 914 - 920
  • [34] Regio- and Site Selectivity in the Reactions of Hydrazonoyl Chlorides with 3-substituted Indolin-2-one Derivatives
    Farghaly, Thoraya A.
    Abdallah, Magda A.
    Mahmoud, Huda K.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2017, 54 (02) : 1450 - 1456
  • [35] Potential inhibitors of angiogenesis. Part I: 3-(imidazol-4(5)-ylmethylene)indolin-2-ones
    Braud, E
    Duflos, M
    Nourrisson, MR
    Tonnerre, A
    Picot, C
    Le Baut, G
    Renard, P
    Pfeiffer, B
    Tucker, G
    JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2003, 18 (03) : 243 - 252
  • [36] Design, synthesis, and evaluations of substituted 3-[(3-or 4-carboxyethylpyrrol-2-yl)methylidenyl]indolin-2-ones as inhibitors of VEGF, FGF, and PDGF receptor tyrosine kinases
    Sun, L
    Tran, N
    Liang, CX
    Tang, F
    Rice, A
    Schreck, R
    Waltz, K
    Shawver, LK
    McMahon, G
    Tang, C
    JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (25) : 5120 - 5130
  • [37] Iodine-catalyzed coupling of 4-hydroxyproline with isatins: An expeditious synthesis of 3-pyrrolyl indolin-2-ones
    Yadav, J. S.
    Reddy, B. V. Subba
    Jain, Ruchi
    Reddy, U. V. Subba
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 278 (1-2) : 38 - 41
  • [38] BOROHYDRIDE REDUCTION OF 3-SUBSTITUTED PHENYLMETHYLFURAN-2-ONES - AN INTERESTING EXAMPLE OF CHEMOSELECTIVE REACTIONS
    GUPTA, P
    ROY, K
    BHADURI, AP
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1994, 33 (09): : 825 - 828
  • [39] Synthesis and anticancer evaluation of 3-substituted quinolin-4-ones and 2,3-dihydroquinolin-4-ones
    Rajput, Santosh
    Gardner, Christopher R.
    Failes, Timothy W.
    Arndt, Greg M.
    Black, David StC
    Kumar, Naresh
    BIOORGANIC & MEDICINAL CHEMISTRY, 2014, 22 (01) : 105 - 115
  • [40] Design, synthesis, and evaluations of substituted 3-[(3-or 4-carboxyethylpyrrol-2-yl)methylindenyl]indolin-2-ones as inhibitors of VEGF, PDGF, and FGF receptor tyrosine kinases.
    Tang, C
    Sun, L
    Tran, N
    Liang, CX
    Tang, F
    Rice, A
    Schreck, R
    Waltz, K
    Nematalla, A
    Shawver, LK
    McMahon, G
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2000, 219 : U6 - U6