Deep eutectic solvent for multi-component reactions: a highly efficient and reusable acidic catalyst for synthesis of 2,4,5-triaryl-1H-imidazoles

被引:19
|
作者
Bakavoli, Mehdi [1 ]
Eshghi, Hossein [1 ]
Rahimizadeh, Mohammad [1 ]
Housaindokht, Mohammad Reza [1 ]
Mohammadi, Ali [1 ]
Monhemi, Hassan [1 ]
机构
[1] Ferdowsi Univ Mashhad, Dept Chem, Fac Sci, Mashhad, Iran
关键词
2,4,5-Trisubstituted imidazoles; Multi-component reactions; Choline chloride; Deep eutectic solvent; Oxalic acid; ONE-POT SYNTHESIS; TETRASUBSTITUTED IMIDAZOLES; HETEROGENEOUS CATALYST; MICROWAVE IRRADIATION; 2,4,5-TRIARYLIMIDAZOLES; ALDEHYDES;
D O I
10.1007/s11164-013-1467-7
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Efficient synthesis of 2,4,5-trisubstituted imidazoles has been achieved by three-component cyclocondensation of benzil or benzoin, an aldehyde, and ammonium acetate by use of an acidic catalyst. The catalyst is a deep eutectic mixture of choline chloride and oxalic acid that is non-toxic and biodegradable. Crucial advantages of this process are high yields, shorter reaction times, easy work-up, purification of products by non-chromatographic methods, and reusability of the catalyst.
引用
收藏
页码:3497 / 3505
页数:9
相关论文
共 50 条
  • [1] Deep eutectic solvent for multi-component reactions: a highly efficient and reusable acidic catalyst for synthesis of 2,4,5-triaryl-1H-imidazoles
    Mehdi Bakavoli
    Hossein Eshghi
    Mohammad Rahimizadeh
    Mohammad Reza Housaindokht
    Ali Mohammadi
    Hassan Monhemi
    Research on Chemical Intermediates, 2015, 41 : 3497 - 3505
  • [2] Ammonium Metavanadate As an Efficient Catalyst for the Synthesis of 2,4,5-Triaryl-1H-imidazoles
    Niralwad, Kirti S.
    Shingate, Bapurao B.
    Shingare, Murlidhar S.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2011, 48 (03) : 742 - 745
  • [3] L-Proline as an Efficient Catalyst for the Synthesis of 2,4,5-Triaryl-1H-Imidazoles
    Shitole, Nana V.
    Shelke, Kiran F.
    Sonar, Swapnil S.
    Sadaphal, Sandip A.
    Shingate, Bapurao B.
    Shingare, Murlidhar S.
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2009, 30 (09): : 1963 - 1966
  • [4] L-Proline as an efficient catalyst for the synthesis of 2,4,5-triaryl-1H-imidazoles
    Shitole, Nana V.
    Shelke, Kiran F.
    Sonar, Swapnil S.
    Sadaphal, Sandip A.
    Shingate, Bapurao B.
    Shingare, Murlidhar S.
    Bulletin of the Korean Chemical Society, 2009, 30 (09) : 1963 - 1966
  • [5] Synthesis of 2,4,5-triaryl-1H-imidazoles using a potent, green and reusable nano catalyst (FHS/SiO2)
    Bakavoli, Mehdi
    Eshghi, Hossein
    Mohammadi, Ali
    Moradi, Hassanali
    Ebrahimi, Javad
    IRANIAN JOURNAL OF CATALYSIS, 2015, 5 (03): : 237 - 243
  • [6] A novel polymeric catalyst for the one-pot synthesis of 2,4,5-triaryl-1H-imidazoles
    Mohammadi, Ali
    Keshvari, Hossein
    Sandaroos, Reza
    Rouhi, Hamed
    Sepehr, Zeinalabedin
    JOURNAL OF CHEMICAL SCIENCES, 2012, 124 (03) : 717 - 722
  • [7] A novel polymeric catalyst for the one-pot synthesis of 2,4,5-triaryl-1H-imidazoles
    ALI MOHAMMADI
    HOSSEIN KESHVARI
    REZA SANDAROOS
    HAMED ROUHI
    ZEINALABEDIN SEPEHR
    Journal of Chemical Sciences, 2012, 124 : 717 - 722
  • [8] Bronsted acid ionic liquid [Et3NH][HSO4] as an efficient and reusable catalyst for the synthesis of 2,4,5-triaryl-1H-imidazoles
    Deng, Xiaocui
    Zhou, Zhongqiang
    Zhang, Aiqing
    Xie, Guangyong
    RESEARCH ON CHEMICAL INTERMEDIATES, 2013, 39 (03) : 1101 - 1108
  • [9] Synthesis of 2,4,5-Triaryl-1H-Imidazoles Under Kornblum Oxidative Condition
    Sayahi, Mohammad Hosein
    Bahmei, Mina
    Moghimi, Setareh
    Mahdavi, Mohammad
    Firoozpour, Loghman
    Foroumadi, Alireza
    LETTERS IN ORGANIC CHEMISTRY, 2018, 15 (06) : 530 - 533
  • [10] One-Pot Synthesis of 2,4,5-Triaryl-1H-imidazoles Using Glutamic Acid as Catalyst
    Ankush, Bhaskar P.
    Shitole, Balasaheb V.
    Shitole, Nana V.
    ORBITAL-THE ELECTRONIC JOURNAL OF CHEMISTRY, 2021, 13 (03): : 232 - 235