Oxidative Recyclization of 4,6,7-Trichloro-5-hydroxy-2-(2-pyrimidylamino)-2,3-dihydrobenzo[b]furan

被引：0
|
作者：
G. Karlivans
R. Valters
机构：
[1] Riga Technical University,
来源：
Chemistry of Heterocyclic Compounds | 2004年 / 40卷 / 6期
关键词：
4,6,7-trichloro-5-hydroxy-2-(2-pyrimidylamino)-2,3-dihydrobenzo[; ]furan; 3-(3,5,6-trichloro-1,4-benzoquinon-2-yl)imidazo[1,2-; ]pyrimidine; phenyliodoso diacetate;
D O I：
10.1023/B:COHC.0000040780.74690.35
中图分类号：
学科分类号：
摘要：
When 4,6,7-trichloro-5-hydroxy-2-(2-pyrimidylamino)- 2,3-dihydrobenzo[b]furan reacted with phenyliodoso diacetate, an unexpected oxidative recyclization was observed to give 3-(3,5,6-trichloro-1,4-benzoquinon-2-yl)imidazo[1,2-a]pyrimidine. 2-[N-2-(3,5,6-Trichloro-1,4-benzoquinon-2-yl)ethenylamino]pyrimidine is the intermediate product in the conversion.
引用
收藏
页码：807 / 810
页数：3
相关论文
共 50 条
  • [41] Synthesis and reduction of 2,3-dioxo-2,3-dihydrobenzo[b]furano[2,3-f]-, -[2,3-g]- and -[3,2-e]indoles
    Khoshtaria, TE
    Matnadze, MM
    Mirziashvili, NT
    Kurkovskaya, LN
    Sikharulidze, MI
    Dzhashi, TO
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 2004, (11): : 1683 - 1689
  • [42] Unexpected O-alkylation and ester migration in phenolic 2,3-diaryl-2,3-dihydrobenzo[b]furans
    Tran, Henry
    Dickson, Benjamin D.
    Barker, David
    TETRAHEDRON LETTERS, 2013, 54 (16) : 2093 - 2096
  • [43] Mimicking the HDS activity of ruthenium-based catalysts 2:: The hydrogenation of benzo[b]thiophene to 2,3-dihydrobenzo [b]thiophene
    Bianchini, C
    Meli, A
    Moneti, S
    Oberhauser, W
    Vizza, F
    Herrera, V
    Fuentes, A
    Sánchez-Delgado, RA
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (30) : 7071 - 7080
  • [44] Novel antioxidants:: Unexpected rearrangements in the radical cyclization approach to 2,3-dihydrobenzo[b]thiophene-5-ol derivatives
    Malmström, J
    Gupta, V
    Engman, L
    JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (10): : 3318 - 3323
  • [45] First example of opening and hydrogenation of 2,3-dihydrobenzo[b]thiophene to 2-ethylthiophenol assisted by a soluble metal complex
    Bianchini, C
    Meli, A
    Oberhauser, W
    Vizza, F
    CHEMICAL COMMUNICATIONS, 1999, (08) : 671 - 672
  • [46] SYNTHESIS OF 5-NITRO-2,3-DIHYDROBENZO(B)FURANES FROM 2-METHYLENETRIETHYL-AMMONIO-4-NITROPHENOLAT AND 2-CHLORO-1,3-DICARBONYL COMPOUNDS
    FANGHANEL, E
    BOCKELMANN, J
    GROSSMANN, N
    PFEIFER, D
    JOURNAL FUR PRAKTISCHE CHEMIE, 1986, 328 (5-6): : 724 - 728
  • [47] Synthesis and reductive reactions of 2,3-dioxo-2,3-dihydrobenzo[b]furo[2,3-f]-, -[2,3-g]-, and -[3,2-e]indoles
    T. E. Khoshtariya
    M. M. Matnadze
    N. T. Mirziashvili
    L. N. Kurkovskaya
    M. I. Sikharulidze
    T. O. Dzhashi
    Chemistry of Heterocyclic Compounds, 2004, 40 (11) : 1454 - 1459
  • [48] Gold-catalyzed cyclization in the synthesis of antimitotic 2,3-dihydrobenzo[b]oxepine derivatives of colchicine
    S. Yu. Bukhvalova
    A. A. Maleev
    Yu. A. Gracheva
    Yu. V. Voitovich
    S. K. Ignatov
    E. V. Svirshchevskaya
    A. Yu. Fedorov
    Russian Chemical Bulletin, 2019, 68 : 2205 - 2215
  • [49] N -(4-bromobenzylidene)-2,3-dihydrobenzo[b][1,4]dioxin-6-amine: Synthesis, crystal structure, docking and in -vitro inhibition of PLA2
    Hema, M. K.
    ArunRenganathan, R. R.
    Nanjundaswamy, S.
    Karthik, C. S.
    Mohammed, Yasser Hussein Issa
    Alghamdi, Saad
    Lokanath, N. K.
    Rai, V. Ravishankar
    Nagashree, S.
    Mallu, P.
    JOURNAL OF MOLECULAR STRUCTURE, 2020, 1218
  • [50] Gold-catalyzed cyclization in the synthesis of antimitotic 2,3-dihydrobenzo[b]oxepine derivatives of colchicine
    Bukhvalova, S. Yu.
    Maleev, A. A.
    Gracheva, Yu. A.
    Voitovich, Yu. V.
    Ignatov, S. K.
    Svirshchevskaya, E. V.
    Fedorov, A. Yu.
    RUSSIAN CHEMICAL BULLETIN, 2019, 68 (12) : 2205 - 2215
12345