Copper-Catalyzed Microwave-Assisted Synthesis of Benzimidazole Derivatives

被引:4
|
作者
Ke, Fang [1 ]
Xu, Jianhua [1 ]
Liu, Caiqin [1 ]
Li, Qian [1 ]
Wu, Wen [2 ]
Li, Peng [1 ]
机构
[1] Fujian Med Univ, Dept Pharm, Fuzhou 350004, Peoples R China
[2] Xiamen Matern & Child Care Hosp, Xiamen 361003, Peoples R China
基金
中国国家自然科学基金;
关键词
microwave-assisted synthesis; 2-haloaniline; amidine; benzimidazole; CASCADE REACTIONS; EFFICIENT; PROGRESS;
D O I
10.6023/cjoc201404016
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple, efficient, inexpensive and powerful microwave-assisted method for the Cu-catalyzed reactions of 2-haloanilines with amidines was developed by using cheap CuI as catalyst, inexpensive and readily available 8-hydroxyquinoline as ligand, and N,N-dimethylformamide (DMF) as solvent at 100 degrees C. Most target products were obtained in good to excellent yields.
引用
收藏
页码:1900 / 1904
页数:5
相关论文
共 26 条
  • [1] Mild and highly efficient method for the synthesis of 2-arylbenzimidazoles and 2-arylbenzothiazoles
    Bahrami, Kiumars
    Khodaei, M. Mehdi
    Naali, Fardin
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (17): : 6835 - 6837
  • [2] Gold-catalyzed oxidation of arylallenes: Synthesis of quinoxalines and benzimidazoles
    Cui, Dong-Mei
    Zhuang, Dan-Wen
    Chen, Ying
    Zhang, Chen
    [J]. BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2011, 7 : 860 - 865
  • [3] Reactivity-Controlled Regioselectivity: A Regiospecific Synthesis of 1,2-Disubstituted Benzimidazoles
    Deng, Xiaohu
    Mani, Neelakandha S.
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2010, 2010 (04) : 680 - 686
  • [4] Catalyst/ligand-free synthesis of benzimidazoles and quinazolinones from amidines via intramolecular transamination reaction
    Gupta, Sahaj
    Agarwal, Piyush K.
    Kundu, Bijoy
    [J]. TETRAHEDRON LETTERS, 2010, 51 (14) : 1887 - 1890
  • [5] Water structure from scattering experiments and simulation
    Head-Gordon, T
    Hura, G
    [J]. CHEMICAL REVIEWS, 2002, 102 (08) : 2651 - 2669
  • [6] The combinatorial synthesis of bicyclic privileged structures or privileged substructures
    Horton, DA
    Bourne, GT
    Smythe, ML
    [J]. CHEMICAL REVIEWS, 2003, 103 (03) : 893 - 930
  • [7] Copper-Catalyzed Microwave-Assisted Synthesis of Benzothiazole Derivatives in Water
    Ke, Fang
    Wu, Wen
    Lin, Chen
    Li, Peng
    [J]. CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2013, 33 (12) : 2559 - 2564
  • [8] Microwave-assisted copper-catalyzed hydroxylation of aryl halides in water
    Ke, Fang
    Chen, Xiaole
    Li, Zhengkai
    Xiang, Haifeng
    Zhou, Xiangge
    [J]. RSC ADVANCES, 2013, 3 (45) : 22837 - 22840
  • [9] Progress in Copper-Catalyzed Ullmann-Type Coupling Reactions in Water
    Li, Zhengkai
    Wu, Zhiqing
    Deng, Hang
    Zhou, Xiangge
    [J]. CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2013, 33 (04) : 760 - 770
  • [10] Structure, Antibacterial Activities and DNA Cleavage of a Copper(II) Complex with 2-(2′-Pyridyl)benzimidazole and L-Alaninate
    Lu Yanmei
    Ou Zhibin
    Hu Wei
    Le Xueyi
    [J]. ACTA CHIMICA SINICA, 2012, 70 (08) : 973 - 979