Guanidine Hydrochloride Catalyzed, Rapid and Efficient One-Pot Synthesis of Naphthoxazinones Under Solvent-Free Conditions

被引:10
|
作者
Olyaei, A. [1 ]
Sadeghpour, M. [2 ]
Zarnegar, M. [1 ]
机构
[1] Payame Noor Univ, Tehran, Iran
[2] Islamic Azad Univ, Takestan, Iran
关键词
aldehyde; guanidine hydrochloride; naphthol; naphthoxazinone; solvent-free reaction; FREE GREEN SYNTHESIS; 3-COMPONENT; DERIVATIVES; ACID; ALDEHYDES; NAPHTHOL;
D O I
10.1007/s10593-013-1387-x
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel method for the synthesis of 1-aryl-1,2-dihydro-3H-naphtho[1,2-e][1,3]oxazin-3-one derivatives employing one-pot three-component reaction of beta-naphthol, aromatic aldehydes, and urea using a catalytic amount of guanidine hydrochloride under solvent-free thermal conditions is described. This method provides several advantages like clean and environmentally benign reaction, simple work-up procedure, low cost, easy product separation without need of further purification with column chromatography, shorter reaction times, and high yields.
引用
收藏
页码:1374 / 1377
页数:4
相关论文
共 50 条
  • [1] Guanidine Hydrochloride Catalyzed, Rapid and Efficient One-Pot Synthesis of Naphthoxazinones Under Solvent-Free Conditions
    A. Olyaei
    M. Sadeghpour
    M. Zarnegar
    [J]. Chemistry of Heterocyclic Compounds, 2013, 49 : 1374 - 1377
  • [2] Efficient One-Pot Synthesis of Benzimidazoles Under Solvent-Free Conditions
    Du, Li-Hua
    Luo, Xi-Ping
    [J]. SYNTHETIC COMMUNICATIONS, 2010, 40 (19) : 2880 - 2886
  • [3] An efficient one-pot synthesis of dihydropyrimidinones catalyzed by zirconium hydrogen phosphate under solvent-free conditions
    Besoluk, Senol
    Kucukislamoglu, Mustafa
    Zengin, Mustafa
    Arslan, Mustafa
    Nebioglu, Mehmet
    [J]. TURKISH JOURNAL OF CHEMISTRY, 2010, 34 (03) : 411 - 416
  • [4] A facile and efficient one-pot synthesis of dihydropyrimidinones catalyzed by magnesium bromide under solvent-free conditions
    Salehi, H
    Guo, QX
    [J]. SYNTHETIC COMMUNICATIONS, 2004, 34 (01) : 171 - 179
  • [5] One-pot synthesis of pyrimidines under solvent-free conditions
    Ghorbani-Vaghei, Ramin
    Karimi-Nami, Rahman
    Toghraei-Semiromi, Zahra
    Amiri, Mostafa
    Salimi, Zahra
    Ghavidel, Mehdi
    [J]. COMPTES RENDUS CHIMIE, 2014, 17 (04) : 324 - 330
  • [6] Ammonium chloride catalyzed one-pot diindolylmethanes under solvent-free synthesis of conditions
    Azizian, Javad
    Teimouri, Fatemeh
    Mohammadizadeh, Mohammad Reza
    [J]. CATALYSIS COMMUNICATIONS, 2007, 8 (07) : 1117 - 1121
  • [7] An efficient one-pot synthesis of 2-aminopyrimidinomethylnaphtols under solvent-free conditions
    Safarzaei, Mohyeddin
    Maghsoodlou, Malek Taher
    Mollashahi, Ebrahim
    Hazeri, Nourallah
    Lashkari, Mojtaba
    [J]. JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2019, 66 (05) : 543 - 547
  • [8] An efficient one-pot synthesis of dihydropyrimidinones by a samarium diiodide catalyzed Biginelli reaction under solvent-free conditions
    Han, XY
    Xu, F
    Luo, YQ
    Shen, Q
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2005, 2005 (08) : 1500 - 1503
  • [9] MCM-41 catalyzed rapid and efficient one-pot synthesis of polyhydroquinolines via the Hantzsch reaction under solvent-free conditions
    Nagarapu, Lingaiah
    Kumari, M. Dharani
    Kumari, N. Vijaya
    Kantevari, Srinivas
    [J]. CATALYSIS COMMUNICATIONS, 2007, 8 (12) : 1871 - 1875
  • [10] One-pot synthesis of dihydropyrimidiones catalyzed by strontium(II) triflate under solvent-free conditions
    Su, W
    Li, JJ
    Zheng, ZG
    Shen, YC
    [J]. TETRAHEDRON LETTERS, 2005, 46 (36) : 6037 - 6040