Synthesis and antifungal activity of 3-substituted 5-ferrocenyl-1H-pyrazoles

被引：4
|
作者：
Ge, Man [1 ,2 ]
Huang, Hailian [1 ]
Gou, Xiaofeng [1 ]
Hua, Chengwen [1 ]
Chen, Bang [1 ]
Zhao, Junlong [1 ]
机构：
[1] Northwest Univ, Coll Chem & Mat Sci, Key Lab Synthet & Nat Funct Mol Chem, Minist Educ, 1 Xuefu Ave, Xian 710127, Shaanxi, Peoples R China
[2] Xian Univ Architecture & Technol, Coll Sci, 13 Yanta Rd, Xian 710055, Shaanxi, Peoples R China
来源：
CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2018年 / 54卷 / 10期
基金：
中国国家自然科学基金;
关键词：
ferrocene; iron(III) phthalocyanine chloride; pyrazole; antifungal activity; BIOLOGICAL-ACTIVITY; PYRAZOLE DERIVATIVES; EFFICIENT SYNTHESIS; FERROCENE; DESIGN; APOPTOSIS; FACILE; BASES; DNA;
D O I：
10.1007/s10593-018-2379-7
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A convenient method for the selective synthesis of functionalized 3-substituted 5-ferrocenyl-1H-pyrazoles has been developed. Condensation reaction of a, beta-unsaturated ferrocenyl ketones and tosylhydrazine in the presence of catalytic amount of iron(III) phthalocyanine chloride allowed to obtain nine new 3-substituted 5-ferrocenyl-1H-pyrazoles. The synthesized products were evaluated for their antifungal activity against Gibberella nicotiancola, Fusarium oxysporum f. sp. niveum, and Gibberella saubinetii. Most of the compounds exhibited excellent antifungal activity.
引用
收藏
页码：951 / 955
页数：5
相关论文
共 50 条
  • [1] Synthesis and Antifungal Activity of 3-substituted 5-ferrocenyl-1H-pyrazoles
    Man Ge
    Hailian Huang
    Xiaofeng Gou
    Chengwen Hua
    Bang Chen
    Junlong Zhao
    Chemistry of Heterocyclic Compounds, 2018, 54 : 951 - 955
  • [2] Synthesis of 1H-3-ferrocenyl-1-phenyl-4-substituted pyrazoles
    Joksovic, Milan
    Ratkovic, Zoran
    Vukicevic, Mirjana
    Vukicevic, Rastko D.
    SYNLETT, 2006, (16) : 2581 - 2584
  • [3] Synthesis and antifungal activity of 3-substituted thiochromanones
    Liu, Yang
    Luo, Wei
    Sun, Li
    Guo, Chun
    DRUG DISCOVERIES AND THERAPEUTICS, 2008, 2 (04): : 216 - 218
  • [4] Synthesis of 3-substituted pyrazoles by oxidative dehydrogenation of 4,5-dihydro-3H-pyrazoles
    V. Yakovlev
    D. V. Petrov
    V. A. Dokichev
    Yu. V. Tomilov
    Russian Journal of Organic Chemistry, 2009, 45 : 950 - 952
  • [5] Synthesis, hydrolytic stability, and the reaction with nucleophiles of 5(3)-substituted N-isonicotinoyl-3(5)-ferrocenyl-1H-pyrazoles
    Kulikov, V. N.
    Murzyukova, A. S.
    Belousov, Yu. A.
    Rodionov, A. N.
    RUSSIAN CHEMICAL BULLETIN, 2024, 73 (10) : 2948 - 2952
  • [6] Synthesis of 3-substituted pyrazoles by oxidative dehydrogenation of 4,5-dihydro-3H-pyrazoles
    Yakovlev, K. V.
    Petrov, D. V.
    Dokichev, V. A.
    Tomilov, Yu. V.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 45 (06) : 950 - 952
  • [7] Synthesis and Herbicidal Activity of 5-Heterocycloxy-3-methyl-1-substituted-1H-pyrazoles
    Kang, Jing
    Yue, Xia Li
    Chen, Chang Shui
    Li, Jian Hong
    Ma, Hong Ju
    MOLECULES, 2016, 21 (01)
  • [8] SYNTHESIS AND NEUROPHARMACOLOGICAL ACTIVITY OF 3(5)-SUBSTITUTED PYRAZOLES
    NIKOLSKAYA, AN
    VOLKOV, AN
    LEVANOVA, EP
    VOLKOVA, KA
    METKALOVA, SE
    SARKISYAN, DA
    LAVRETSKAYA, EF
    KHIMIKO-FARMATSEVTICHESKII ZHURNAL, 1978, 12 (01): : 61 - 64
  • [9] Synthesis and in vitro antimycobacterial activity of 3-substituted 5-hydroxy-5-trifluoro[chloro]methyl-4,5-dihydro-1H-1-(isonicotinoyl) pyrazoles
    Almeida da Silva, Pedro E.
    Ramos, Damela F.
    Bonacorso, Helio G.
    de la Iglesia, Agustina I.
    Oliveira, Marli R.
    Coelho, Tatiane
    Navarini, Jussara
    Morbidoni, Hector R.
    Zanatta, Nilo
    Martins, Marcos A. P.
    INTERNATIONAL JOURNAL OF ANTIMICROBIAL AGENTS, 2008, 32 (02) : 139 - 144
  • [10] SYNTHESES OF ANTIFUNGAL ISOCOUMARINS .2. SYNTHESIS AND ANTIFUNGAL ACTIVITY OF 3-SUBSTITUTED ISOCOUMARINS
    NOZAWA, K
    YAMADA, M
    TSUDA, Y
    KAWAI, KI
    NAKAJIMA, S
    CHEMICAL & PHARMACEUTICAL BULLETIN, 1981, 29 (09) : 2491 - 2495
12345