Three-component synthesis of imidazo[1,2-c]pyrimidines using silica sulfuric acid (SSA)

被引：8
作者：
Bakherad, Mohammad [1 ]
Keivanloo, All [1 ]
Siavashi, Masoumeh [1 ]
Omidian, Mina [1 ]
机构：
[1] Shahrood Univ Technol, Sch Chem, Shahrood 3619995161, Iran
来源：
CHINESE CHEMICAL LETTERS | 2014年 / 25卷 / 01期
关键词：
Multi-component reaction (MCR); Silica sulfuric acid; Isocyanide; Imidazo[1,2-c] pyrimidines; MULTICOMPONENT; INHIBITORS;
D O I：
10.1016/j.cclet.2013.10.013
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
This letter describes a simple and efficient synthesis of 3-(cyclohexylamino)-7-hydroxy-2-arylimidazo[1,2-c]pyrimidin-5(6H)-one via a one-pot three-component reaction of cyclohexyl isocyanide, an aldehyde, and 4-amiopyrimidine-2,6-diol in the presence of a catalytic amount of SSA. (C) 2013 Mohammad Bakherad. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
引用
收藏
页码：149 / 151
页数：3
相关论文
共 20 条
  • [1] Recent advances in multicomponent reactions for diversity-oriented synthesis
    Biggs-Houck, James E.
    Younai, Ashkaan
    Shaw, Jared T.
    [J]. CURRENT OPINION IN CHEMICAL BIOLOGY, 2010, 14 (03) : 371 - 382
  • [2] Design, synthesis and antimycobacterial activity of some novel imidazo[1,2-c]pyrimidines
    Chhabria, Mahesh T.
    Jani, Mitesh H.
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (10) : 3837 - 3844
  • [3] Dax SL, 1999, CURR MED CHEM, V6, P255
  • [4] A DFT study for the formation of imidazo[1,2-c]pyrimidines through an intramolecular Michael addition
    Domingo, Luis R.
    Saez, Jose A.
    Palmucci, Cristina
    Sepulveda-Arques, Jose
    Gonzalez-Rosende, M. Eugenia
    [J]. TETRAHEDRON, 2006, 62 (44) : 10408 - 10416
  • [5] Recent developments in isocyanide based multicomponent reactions in applied chemistry
    Dömling, A
    [J]. CHEMICAL REVIEWS, 2006, 106 (01) : 17 - 89
  • [6] A new method for the mononitration of phenol derivatives by poly(4-vinylpyridinium nitrate) and silica sulfuric acid under mild conditions
    Goudarziafshar, Hamid
    [J]. CHINESE CHEMICAL LETTERS, 2012, 23 (04) : 458 - 461
  • [7] Synthesis of imidazo[1,2-a]pyridines as antiviral agents
    Gueiffier, A
    Mavel, S
    Lhassani, M
    Elhakmaoui, A
    Snoeck, R
    Andrei, G
    Chavignon, O
    Teulade, JC
    Witvrouw, M
    Balzarini, J
    De Clercq, E
    Chapat, JP
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1998, 41 (25) : 5108 - 5112
  • [8] 2-amino-3-substituted-6-[(E)-1-phenyl-2-(N-methylcarbamoyl)vinyl]imidazo-[1,2-a]pyridines as a novel class of inhibitors of human rhinovirus:: Stereospecific synthesis and antiviral activity
    Hamdouchi, C
    de Blas, J
    del Prado, M
    Gruber, J
    Heinz, BA
    Vance, L
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (01) : 50 - 59
  • [9] Potency switch between CHK1 and MK2: Discovery of imidazo[1,2-a]pyrazine- and imidazo[1,2-c]pyrimidine-based kinase inhibitors
    Meng, Zhaoyang
    Ciavarri, Jeffrey P.
    McRiner, Andrew
    Zhao, Yinyan
    Zhao, Lianyun
    Reddy, Panduranga Adulla
    Zhang, Xingmin
    Fischmann, Thierry O.
    Whitehurst, Charles
    Siddiqui, M. Arshad
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2013, 23 (10) : 2863 - 2867
  • [10] The current status of heterocyclic combinatorial libraries
    Nefzi, A
    Ostresh, JM
    Houghten, RA
    [J]. CHEMICAL REVIEWS, 1997, 97 (02) : 449 - 472
12