Novel route to fully substituted 1H-pyrazoles

被引:27
|
作者
Suen, YF
Hope, H
Nantz, MH
Haddadin, MJ
Kurth, MJ
机构
[1] Univ Calif Davis, Dept Chem, Davis, CA 95616 USA
[2] Amer Univ Beirut, Dept Chem, Beirut, Lebanon
来源
JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 70卷 / 21期
关键词
D O I
10.1021/jo051319a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel one-step synthesis route to fully substituted pyrazol-4-ols is reported. This simple yet nonobvious method for the construction of pyrazol-4-ols by the condensation-fragmentation-cyclization-extrusion reactions of thietanones with 1,2,4,5-tetrazines is reported. All of the elements of the thietanone except its sulfur are incorporated in these novel products.
引用
收藏
页码:8468 / 8471
页数:4
相关论文
共 50 条
  • [1] Efficient and divergent synthesis of fully substituted 1H-pyrazoles and isoxazoles from cyclopropyl oximes
    Wang, Kewei
    Xiang, Dexuan
    Liu, Jinying
    Pan, Wei
    Dong, Dewen
    ORGANIC LETTERS, 2008, 10 (09) : 1691 - 1694
  • [2] A facile and expeditious approach to substituted 1H-pyrazoles catalyzed by iodine
    Zhang, Hailei
    Wei, Qian
    Zhu, Guodong
    Qu, Jingping
    Wang, Baomin
    TETRAHEDRON LETTERS, 2016, 57 (24) : 2633 - 2637
  • [3] Structure and tautomerism of 4-bromo substituted 1H-pyrazoles
    Trofimenko, Swiatoslav
    Yap, Glenn P. A.
    Jove, Fernando A.
    Claramunt, Rosa M.
    Garcia, M. Angeles
    Maria, M. Dolores Santa
    Alkorta, Ibon
    Elguero, Jose
    TETRAHEDRON, 2007, 63 (34) : 8104 - 8111
  • [4] Development of a simple and safe route to C-3 arylated 1H-pyrazoles
    Li, Dengke
    TETRAHEDRON LETTERS, 2024, 152
  • [5] Zinc(II) Complexes with Asymmetric 3,5-Substituted 1H-Pyrazoles
    Malinkin, Sergey O.
    Penkova, Larysa
    Moroz, Yurii S.
    Haukka, Matti
    Maciag, Anna
    Gumienna-Kontecka, Elzbieta
    Pavlenko, Vadim A.
    Pavlova, Svetlana
    Nordlander, Ebbe
    Fritsky, Igor O.
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2012, (10) : 1639 - 1649
  • [6] Vilsmeier-Haack formylation of 1H-pyrazoles
    K. S. Badalyan
    A. E. Akopyan
    H. S. Attaryan
    G. V. Asratyan
    Russian Journal of General Chemistry, 2014, 84 : 793 - 795
  • [7] Vilsmeier-Haack formylation of 1H-pyrazoles
    Badalyan, K. S.
    Akopyan, A. E.
    Attaryan, H. S.
    Asratyan, G. V.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2014, 84 (04) : 793 - 795
  • [8] Synthesis of substituted dihydro-1H-pyrazoles and 1H-pyrazoles via formal [4+1] annulation of α-arylhydrazonoketones and dimethyl sulfonium methylides
    Deng, Bicheng
    Li, Chaoran
    Yuan, Jingwen
    Rao, Chitturi Bhujanga
    Zhao, Yanning
    Zhang, Rui
    Dong, Dewen
    TETRAHEDRON, 2019, 75 (15) : 2273 - 2279
  • [9] The Effect of Solvent on Tautomerization of 4-bromo Substituted 1H-Pyrazoles: Density Functional Theory Study
    Sargolzaei, Mohsen
    Afshar, Mahdi
    LETTERS IN ORGANIC CHEMISTRY, 2015, 12 (05) : 344 - 351
  • [10] Ring-Opening of Indoles: An Unconventional Route for the Transformation of Indoles to 1H-Pyrazoles Using Lewis Acid
    Panda, Subhankar
    Pradhan, Nirmalya
    Manna, Debasis
    ACS COMBINATORIAL SCIENCE, 2018, 20 (10) : 573 - 578