Three-Component Reaction of Isocyanides and 2-Formylbenzoic Acid with Dibenzylamine Catalyzed by Silica Nanoparticles under Solvent-Free Conditions

被引:72
|
作者
Ramazani, Ali [1 ]
Mahyari, Amir [1 ]
机构
[1] Zanjan Univ, Dept Chem, Zanjan, Iran
基金
美国国家科学基金会;
关键词
STABILIZED PHOSPHORUS YLIDES; ELECTRON-POOR ALKENES; ONE-STEP SYNTHESIS; ONE-POT SYNTHESIS; ACETYLENIC ESTERS; STEREOSELECTIVE-SYNTHESIS; GEL POWDER; DERIVATIVES; CONVERSION; (N-ISOCYANIMINO)TRIPHENYLPHOSPHORANE;
D O I
10.1002/hlca.201000124
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reaction of an isocyanide with an iminium ion intermediate, formed by reaction between 2-formylbenzoic acid and dibenzylamine in the presence of silica nanoparticles NP, ca 42 nm) proceeds smoothly at room temperature to afford isocoumarin (=1H-2 benzopyran-1-one) derivatives in high yields (Scheme I and Table I)
引用
收藏
页码:2203 / 2209
页数:7
相关论文
共 50 条
  • [1] Propargylamine Synthesis via Three-Component Coupling Reaction Catalyzed by Recyclable Cu Nanoparticles under Solvent-Free Conditions
    Shi, Dapeng
    Duan, Zhongyu
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2020, 40 (05) : 1316 - 1322
  • [2] One-pot three-component Mannich reaction catalyzed by iodine under solvent-free conditions
    Li Gang
    Long Ruiling
    Yang Jiangli
    Kinetics and Catalysis, 2011, 52
  • [3] One-pot three-component Mannich reaction catalyzed by iodine under solvent-free conditions
    Li Gang
    Long Ruiling
    Yang Jiangli
    KINETICS AND CATALYSIS, 2011, 52 (03) : 397 - 400
  • [4] Three-component reaction between benzohydrazide acid, ammonium thiocyanate and acid chlorides under solvent-free conditions
    Hassanabadi, Alireza
    Mosslemin, Mohammad H.
    Anary-Abbasinejad, Mohammad
    Hosseini-Tabatabaei, Mohammad R.
    Mahmoudian, Habibeh
    Tadayonfar, Seyd Ehsan
    JOURNAL OF SULFUR CHEMISTRY, 2011, 32 (04) : 355 - 359
  • [5] Highly efficient three-component Strecker-type reaction catalyzed by MgI2 etherate under solvent-free conditions
    Li, Pengcheng
    Zhang, Yongdong
    Chen, Zhili
    Zhang, Xingxian
    TETRAHEDRON LETTERS, 2017, 58 (19) : 1854 - 1858
  • [6] SYNTHESIS OF 1-AMIDOALKYL-2-NAPHTHOLS BASED ON A THREE-COMPONENT REACTION CATALYZED BY BORIC ACID AS A SOLID HETEROGENEOUS CATALYST UNDER SOLVENT-FREE CONDITIONS
    Karimi-Jaberi, Zahed
    Fakhraei, Hadi
    BULLETIN OF THE CHEMICAL SOCIETY OF ETHIOPIA, 2012, 26 (03) : 473 - 478
  • [7] Efficient Biginelli reaction catalyzed by sulfamic acid or silica sulfuric acid under solvent-free conditions
    Chen, Wei-Yi
    Qin, Su-Dong
    Jin, Jian-Rong
    SYNTHETIC COMMUNICATIONS, 2007, 37 (1-3) : 47 - 52
  • [8] A green and convenient protocol for the synthesis of diarylmethanes via a one-pot, three-component reaction catalyzed by a novel silica tungstic acid (STA) under solvent-free conditions
    Shinde, Vijay Vilas
    Jeong, Yeon Tae
    COMPTES RENDUS CHIMIE, 2015, 18 (04) : 449 - 455
  • [9] Highly efficient one-pot three-component mannich reaction under solvent-free conditions
    Azizi, N.
    Ebrahimi, F.
    Saidi, M.R.
    Scientia Iranica, 2009, 16 (2 C) : 94 - 98
  • [10] Highly Efficient One-Pot Three-Component Mannich Reaction Under Solvent-Free Conditions
    Azizi, N.
    Ebrahimi, F.
    Saidi, M. R.
    SCIENTIA IRANICA TRANSACTION C-CHEMISTRY AND CHEMICAL ENGINEERING, 2009, 16 (02): : 94 - 98