Synthesis of 3-hydroxy-1H-pyrroles and pyridazines with a sterically hindered phenol moiety

被引:0
|
作者
Ilkov, K. V. [1 ]
Gladkikh, A. A. [1 ]
Koshelev, V. N. [1 ]
机构
[1] Natl Univ Oil & Gas Gubkin Univ, 65 Leninsky prosp, Moscow 119991, Russia
关键词
2,6-di-tert-butylphenol; arylglyoxals; 3-hydroxypyrroles; pyrimido[4,5-c]-pyridazines; 3 COMPONENT SYNTHESIS; ONE-POT; PYRROLE;
D O I
10.1007/s11172-023-4006-8
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Novel pyrroles and pyridazines were obtained by the reaction of (4-hydroxy-3,5-di-tert-butylphenyl)glyoxal with 1,3-diketones and ammonium acetate or hydrazine hydrate. The study of antioxidant activity of the synthesized compounds using ABTS and PFRAP tests showed that 7-thoxo-7,8-dihydropyrimido[4,5-c]pyridazin-5(6H)-one has the highest activity.
引用
收藏
页码:2119 / 2124
页数:6
相关论文
共 50 条
  • [41] Divergent synthesis of 2,3-dihydro-1H-pyrroles, 3-alkyl-1H-pyrroles and 3-alkenyl-1H-pyrroles from 2,4-pentadienenitriles and isocyanides
    Xin, Xiaoqing
    Liu, Xu
    Zhang, Dingyuan
    Zhang, Rui
    Liang, Yongjiu
    Hana, Fushe
    Dong, Dewen
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2014, 12 (29) : 5477 - 5483
  • [42] Fast photochromic sterically hindered benzo[1,3]oxazines
    Prostota, Yaroslav
    Coelho, Paulo Jorge
    Pina, Joao
    de Melo, Joao Seixas
    JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2010, 216 (01) : 59 - 65
  • [43] Synthesis, characterization and conformations of sterically hindered 12H-dibenzo[d,g][1,3,6,2]dioxaselenogermocins.
    Thompson, T
    Pastor, SD
    Rihs, G
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1998, 216 : U74 - U74
  • [44] Novel BODIPY preparations from sterically hindered pyrroles. Synthesis and photophysical behavior in solution, polystyrene nanoparticles, and solid phase
    R. Meallet-Renault
    G. Clavier
    C. Dumas-Verdes
    S. Badre
    E. Yu. Shmidt
    A. I. Mikhaleva
    C. Laprent
    R. Pansu
    P. Audebert
    B. A. Trofimov
    Russian Journal of General Chemistry, 2008, 78 : 2247 - 2256
  • [45] Synthesis and crystal structures of sterically hindered lithium-1-azaallyls and a diazahexatriene
    Fernandes, MA
    Layh, M
    Omondi, B
    POLYHEDRON, 2005, 24 (08) : 958 - 967
  • [46] SYNTHESIS OF 1-ARENSULPHONYL-4-ARYLPIPERAZINES WITH STERICALLY HINDERED NITROGEN ATOM
    BURMISTROV, SI
    MAKAREVICH, NV
    KRAVCHENKO, LY
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1976, (01): : 135 - 137
  • [47] A NEW SYNTHESIS OF 3H-PYRROLES
    KOROSTOVA, SE
    SHEVCHENKO, SG
    SIGALOV, MV
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1991, (10): : 1371 - 1374
  • [48] Synthesis of 3H-pyrroles (microreview)
    Mikhail Yu. Belikov
    Oleg V. Ershov
    Chemistry of Heterocyclic Compounds, 2016, 52 : 279 - 281
  • [49] Effective N-Heterocyclic Carbenes with Indole Moiety Applied in the Pd-Catalyzed Synthesis of Sterically Hindered Biaryls
    Lai, Yu-Ting
    Lin, Huan-Pin
    Hsu, Yu-Ming
    Wang, Ying-Yueh
    Lee, Dong-Sheng
    Lu, Ta-Jung
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 12 (02)
  • [50] SYNTHESIS AND PROPERTIES OF AZOLES AND RELATED-COMPOUNDS .35. SYNTHESIS OF SOME AZOLES CONTAINING STERICALLY HINDERED PHENOL RESIDUES
    KELAREV, VI
    SHVEKHGEIMER, SG
    KOSHELEV, VN
    SHVEKHGEIMER, GA
    LUNIN, AF
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1984, (07): : 889 - 892