Efficient three-component one-pot synthesis of fully substituted pyridin-2(1H)-ones via tandem Knoevenagel condensation-ring-opening of cyclopropane-intramolecular cyclization

被引:26
|
作者
Liang, Fushun [1 ]
Cheng, Xin [1 ]
Liu, Jing [1 ]
Liu, Qun [1 ]
机构
[1] NE Normal Univ, Dept Chem, Changchun 130024, Peoples R China
关键词
ANNULATION STRATEGY; DERIVATIVES; CHEMISTRY; DIHYDROFURANS; REARRANGEMENT; ENONES;
D O I
10.1039/b905742k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient synthesis of fully substituted pyridin-2(1H)-ones was developed via three-component one-pot reactions of readily available 1-acetyl-1-carbamoyl cyclopropanes, malononitrile and cyclic secondary amines.
引用
下载
收藏
页码:3636 / 3638
页数:3
相关论文
共 50 条
  • [31] Solid phase synthesis of substituted quinolin-2(1H)-one-3-carboxylic acids via an intramolecular Knoevenagel condensation
    Watson, BT
    Christiansen, GE
    TETRAHEDRON LETTERS, 1998, 39 (52) : 9839 - 9840
  • [32] Europium triflate-catalyzed one-pot synthesis of 2,4,5-trisubstituted-1H-imidazoles via a three-component condensation
    Yu, Chuanming
    Lei, Min
    Su, Weike
    Me, Yuanyuan
    SYNTHETIC COMMUNICATIONS, 2007, 37 (19-21) : 3301 - 3309
  • [33] Efficient One-Pot Three-Component Synthesis of 3,4,5-Substituted Furan-2(5H)-ones Catalyzed Watermelon Juice
    Adrom, Belghais
    Maghsoodlou, Malek Taher
    Lashkari, Mojtaba
    Hazeri, Nourallah
    Doostmohammadi, Razieh
    SYNTHESIS AND REACTIVITY IN INORGANIC METAL-ORGANIC AND NANO-METAL CHEMISTRY, 2016, 46 (03) : 423 - 427
  • [34] Synthesis of α-phthalimido-α′-dithiocarbamato propan-2-ols via a one-pot, three-component epoxide ring-opening in water
    Halimehjani, Azim Ziyaei
    Hooshmand, Seyyed Emad
    Shamiri, Elham Vali
    TETRAHEDRON LETTERS, 2014, 55 (40) : 5454 - 5457
  • [35] An Efficient One-Pot Synthesis of Substituted 2-Aminothiophenes via Three-Component Gewald Reaction Catalyzed by L-Proline
    Wang, Tao
    Huang, Xian-Gui
    Liu, Jia
    Li, Bo
    Wu, Jin-Jin
    Chen, Kai-Xian
    Zhu, Wei-Liang
    Xu, Xiao-Yong
    Zeng, Bu-Bing
    SYNLETT, 2010, (09) : 1351 - 1354
  • [36] One-pot synthesis of 3-triazolyl-quinolin-2-(1H)-ones via sequential Ugi-"click"-Knoevenagel condensations
    Qian, Wenyuan
    Wang, Dahai
    Wang, Honglin
    Yu, Peng
    Liu, Shilan
    Chen, Shuhui
    TETRAHEDRON LETTERS, 2018, 59 (22) : 2167 - 2169
  • [37] Three-component one-pot metal-free synthesis of 2,3-dihydroquinazolin-4(1H)-ones using Mukaiyama's reagent
    Kumar, Ashish
    Gupta, Monika
    Rajput, Chatrasal S.
    ARKIVOC, 2023,
  • [38] Green and One-Pot Three-Component Synthesis of 2,3-Dihydroquinazolin-4(1H)-Ones Promoted by Citric Acid as Recoverable Catalyst in Water
    Ghorbani-Choghamarani, Arash
    Taghipour, Tahereh
    LETTERS IN ORGANIC CHEMISTRY, 2011, 8 (07) : 470 - 476
  • [39] One-pot, three-component synthesis of 2,3-dihydroquinazolin-4(1H)-ones using p-toluenesulfonic acid–paraformaldehyde copolymer as an efficient and reusable catalyst
    Ali Saffar-Teluri
    Shiva Bolouk
    Monatshefte für Chemie - Chemical Monthly, 2010, 141 : 1113 - 1115
  • [40] Mn(OAc)3•2H2O-mediated three-component, one-pot, condensation reaction:: an efficient synthesis of 4-aryl-substituted 3,4-dihydropyrimidin-2-ones
    Kumar, KA
    Kasthuraiah, M
    Reddy, CS
    Reddy, CD
    TETRAHEDRON LETTERS, 2001, 42 (44) : 7873 - 7875