Three-component one-pot synthesis of pyrazolo[3,4-b]quinolin-5(6H)-one derivatives in aqueous media

被引:23
|
作者
Wang, Hui-Yan [1 ]
Shi, Da-Qing [1 ]
机构
[1] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Key Lab Organ Synth Jiangsu Prov, Suzhou 215123, Peoples R China
关键词
DIELS-ALDER REACTIONS; CLEAN SYNTHESIS; MULTICOMPONENT REACTIONS; SPIROOXINDOLE DERIVATIVES; CONDENSATION REACTION; ORGANIC-REACTIONS; MELDRUMS ACID; EFFICIENT; WATER; ALDEHYDES;
D O I
10.1002/jhet.781
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of 4-aryl-3,7,7-trimethyl-1-phenyl-7,8-dihydro-1H-pyrazolo[3,4-b]quinolin- 5(6H)-ones were synthesized by the three-component reaction of aromatic aldehydes, 3-methyl-1-phenyl-1H-pyrazol-5-amine, and 5,5-dimethyl-1,3-cyclohexandione in the presence of sodium 1-dodecanesulfonate in aqueous medium. Compared to the previous methods, this new protocol has the advantages of convenient operation, higher yields, lower cost, and environmentally benign procedure. J. Heterocyclic Chem., (2012).
引用
收藏
页码:212 / 216
页数:5
相关论文
共 50 条
  • [41] One-Pot Synthesis of 3-Hydroxy-1H-Pyrrolo[3,4-b]quinolin-1-one via Enaminamides
    Shen, Xi
    Yu, Zhi-Cheng
    Zhou, You
    Wu, Yan-Dong
    Wu, An-Xin
    ADVANCED SYNTHESIS & CATALYSIS, 2024, 366 (21) : 4399 - 4403
  • [42] An improved synthesis of pyrazolo[3,4-b][1,5]benzoxazepine, -benzothiazepine and -benzodiazepine derivatives via a convenient one-pot synthesis
    Abd El Latif, FM
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2000, 37 (06) : 1659 - 1662
  • [43] Regioselective synthesis of 4,7,8,9-tetrahydro-2H-pyrazolo[3,4-b]-quinolin-5(6H)-ones.: Mechanism and structural analysis
    Quiroga, J
    Mejía, D
    Insuasty, B
    Abonía, R
    Nogueras, M
    Sánchez, A
    Cobo, J
    Low, JN
    TETRAHEDRON, 2001, 57 (32) : 6947 - 6953
  • [44] One-pot Three-component Synthesis of 3,4-Dihydroquinazolin-4-one Derivatives under Aqueous Medium or Solvent-free Conditions
    Bandgar, Babasaheb P.
    More, Parmeshwar E.
    Kamble, Vinod T.
    CHINESE JOURNAL OF CHEMISTRY, 2009, 27 (06) : 1123 - 1126
  • [45] One-Pot Multicomponent Synthesis of Pyrazolo[3,4-d]pyrimidine-6-one Derivatives
    Abd Hamid, Sharifah Bee
    Titinchi, Salam J. J.
    Abbo, Hanna
    Khaligh, Nader Ghaffari
    POLYCYCLIC AROMATIC COMPOUNDS, 2018, 38 (02) : 189 - 198
  • [47] Facile Three-Component Synthesis of Macrocyclane-Fused Pyrazolo[3,4-b] pyridine Derivatives
    Jiang, Bo
    Liu, Yin-Ping
    Tu, Shu-Jiang
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 2011 (16) : 3026 - 3035
  • [48] One-Pot Combinatorial Synthesis of 4-Aryl-1H-thiopyrano[3,4-b]pyridine-5-one Derivatives
    Yao, Chang-Sheng
    Wang, Cui-Hua
    Jiang, Bei
    Tu, Shu-Jiang
    JOURNAL OF COMBINATORIAL CHEMISTRY, 2010, 12 (04): : 472 - 475
  • [49] Efficient synthesis of functionalized spiro[indoline-3,4′-pyrrolo[3,4-b]pyridines] via one-pot three-component reaction
    Wang, Chao
    Jiang, Yan-Hong
    Yan, Chao-Guo
    MOLECULAR DIVERSITY, 2014, 18 (04) : 809 - 820
  • [50] One-pot three component reaction involving cyclohexyl isocyanide for the synthesis of furo[3,4-b]chromenes
    Panja, Suman Kalyan
    Maiti, Sourav
    Drew, Michael G. B.
    Bandyopadhyay, Chandrakanta
    JOURNAL OF CHEMICAL RESEARCH, 2011, (04) : 225 - 228