Sulfamic-acid-catalyzed simple and efficient synthesis of 4-aryl-3-methyl-1-phenyl-1H-benzo[g] pyrazolo[3,4-b] quinoline-5,10-diones under solvent-free conditions

被引：17
|
作者：
Wu, Liqiang [1 ]
Ma, Suying [1 ]
Yan, Fulin [1 ]
Yang, Chunguang [1 ]
机构：
[1] Xinxiang Med Univ, Sch Pharm, Xinxiang 453003, Henan, Peoples R China
来源：
MONATSHEFTE FUR CHEMIE | 2010年 / 141卷 / 05期
关键词：
Pyrazolo[3,4-b]quinoline; Sulfamic acid; One-pot synthesis; Solvent-free; ONE-POT SYNTHESIS; MICROWAVE IRRADIATION; DERIVATIVES;
D O I：
10.1007/s00706-010-0282-8
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
An efficient synthesis of 4-aryl-3-methyl-1-phenyl-1H-benzo[g]pyrazolo[3,4-b] quinoline-5,10-diones from the three-component condensation reaction of 3-methyl-1-phenyl-1H-pyrazol-5-amine, aromatic aldehydes, and 2-hydroxy-1,4-naphthoquinone under solvent-free conditions in good to excellent yields and short reaction times using sulfamic acid as heterogeneous acid catalyst has been investigated.
引用
收藏
页码：565 / 568
页数：4
相关论文
共 50 条
  • [31] An Efficient Synthesis of 4H-Benzo[g]chromene-5,10-dione Derivatives through Triethylbenzylammonium Chloride Catalyzed Multicomponent Reaction under Solvent-free Conditions
    Yao Changsheng
    Yu Chenxia
    Li Tuanjie
    Tu Shujiang
    CHINESE JOURNAL OF CHEMISTRY, 2009, 27 (10) : 1989 - 1994
  • [32] Synthesis of 12-Aryl-12H-benzo[i][1,3]-dioxolo[4,5-b]xanthene-6,11-diones Using Silica Sulfuric Acid as an Efficient and Versatile Catalyst under Solvent-Free Conditions
    Wu, Liqiang
    Chao, Shujun
    Yon, Fulin
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2011, 48 (01) : 83 - 87
  • [33] EFFICIENT SODIUM SELENATE-CATALYZED SYNTHESIS OF 3,4-DIHYDRO-2(1H)-PYRIMIDINONES AND -THIONES UNDER SOLVENT-FREE CONDITIONS
    Hekmatshoar, Rahim
    Heidari, Maryam
    Heravi, Majid M.
    Baghernejad, Bita
    BULLETIN OF THE CHEMICAL SOCIETY OF ETHIOPIA, 2009, 23 (01) : 141 - 144
  • [34] "In Situ" Generated "HCl": A Highly Efficient Catalyst for One-Pot Synthesis of 1H-Indazolo [1,2-b]phthalazine-1,6,11-triones and 1H-pyrazolo[1,2-b]phthalazine-5,10-diones under Solvent-Free Conditions
    Maleki, Behrooz
    Ashrafi, Samaneh Sedigh
    JOURNAL OF THE MEXICAN CHEMICAL SOCIETY, 2014, 58 (02) : 159 - 167
  • [35] Oxalic acid dihydrate catalyzed synthesis of 3,4-dihydropyrimidin-2-(1H) -one derivatives under thermal and solvent-free conditions
    Mohamadpour, Farzaneh
    Maghsoodlou, Malek Taher
    Heydari, Reza
    Lashkari, Mojtaba
    IRANIAN JOURNAL OF CATALYSIS, 2016, 6 (02): : 127 - 131
  • [36] Green Synthesis of Spiro[indoline-3,4′-pyrazolo[3,4-b][1,6]naphthyridine]-2,5′(1′H)-diones Catalyzed by TsOH in Ionic Liquids
    Feng, Bin-Bin
    Jin, Rong-Zhang
    Zhang, Mei-Mei
    Wang, Xiang-Shan
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2016, 53 (05) : 1578 - 1583
  • [37] An efficient regioselective sonochemical synthesis of novel 4-aryl-3-methyl-4,5-dihydro-1H-pyrazolo[3,4-b]pyridin-6(7H)-ones
    Abbas Azimi Roshan
    Manouchehr Mamaghani
    Nosrat Ollah Mahmoodi
    Farhad Shirini
    ChineseChemicalLetters, 2012, 23 (04) : 399 - 402
  • [38] Mild preparation of 2-amino-3-cyano-4-aryl-4H-benzo[h]chromenes and 2-amino-3-cyano-1-aryl-1H-benzo[f]chromenes, under solvent-free conditions, catalyzed by recyclable basic ionic liquids
    Hamid Reza Shaterian
    Majid Mohammadnia
    Research on Chemical Intermediates, 2015, 41 : 1301 - 1313
  • [39] Mild preparation of 2-amino-3-cyano-4-aryl-4H-benzo[h]chromenes and 2-amino-3-cyano-1-aryl-1H-benzo[f]chromenes, under solvent-free conditions, catalyzed by recyclable basic ionic liquids
    Shaterian, Hamid Reza
    Mohammadnia, Majid
    RESEARCH ON CHEMICAL INTERMEDIATES, 2015, 41 (03) : 1301 - 1313
  • [40] Copper(II) trifluoroacetate catalyzed synthesis of 3,4-dihydropyrimidin-2(1H)-ones under solvent-free conditions
    Song, Dailei
    Wang, Runxia
    Chen, Yongli
    Zhang, Shaohua
    Liu, Chunsheng
    Luo, Genxiang
    REACTION KINETICS AND CATALYSIS LETTERS, 2008, 95 (02): : 385 - 390
12345