P2O5 Promoted One-Pot Synthesis of 3-aminoimidazo[1,2-a]pyridines under Solvent-Free Conditions

被引:2
作者
Soleimani, Ebrahim [1 ]
Taran, Mojtaba [2 ]
Zainali, Mohsen [1 ]
Lotfi, Shahram [3 ]
机构
[1] Razi Univ, Dept Chem, Kermanshah 67149, Iran
[2] Razi Univ, Dept Biol, Kermanshah 6714967346, Iran
[3] Payame Noor Univ, Dept Chem, Tehran, Iran
基金
美国国家科学基金会;
关键词
Imidazo[1,2-a]pyridine; P2O5; 2-Aminopyridine; Isocyanide; 3-COMPONENT CONDENSATION; FUSED; 3-AMINOIMIDAZOLES; ANNULATED PYRIDINES; PYRAZINES; PYRIMIDINES;
D O I
10.2174/157017812800167411
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A facile, efficient and environment-friendly protocol for the synthesis of 3-aminoimidazo[1,2-a]pyridines has been developed by one-pot condensation of 2-aminopyridine, aromatic aldehyde and alkyl or aryl isocyanide in the presence of P2O5 as catalyst under solvent-free conditions at room temperature. The present approach offers the advantages of clean reaction, simple methodology, short reaction time, high yield, easy purification, and economic availability of the catalyst.
引用
收藏
页码:198 / 201
页数:4
相关论文
共 21 条
  • [1] Bienaymé H, 1998, ANGEW CHEM INT EDIT, V37, P2234, DOI 10.1002/(SICI)1521-3773(19980904)37:16<2234::AID-ANIE2234>3.0.CO
  • [2] 2-R
  • [3] Parallel synthesis of 3-aminoimidazo[1,2-a]pyridines and pyrazines by a new three-component condensation
    Blackburn, C
    Guan, B
    Fleming, P
    Shiosaki, K
    Tsai, S
    [J]. TETRAHEDRON LETTERS, 1998, 39 (22) : 3635 - 3638
  • [4] A three-component solid-phase synthesis of 3-aminoimidazo[1,2-a]azines
    Blackburn, C
    [J]. TETRAHEDRON LETTERS, 1998, 39 (31) : 5469 - 5472
  • [5] SYNTHESIS AND ANTIVIRAL ACTIVITY OF 3-SUBSTITUTED IMIDAZO[1,2-A]PYRIDINES
    ELHAKMAOUI, A
    GUEIFFIER, A
    MILHAVET, JC
    BLACHE, Y
    CHAPAT, JP
    CHAVIGNON, O
    TEULADE, JC
    SNOECK, R
    ANDREI, G
    DECLERCQ, E
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1994, 4 (16) : 1937 - 1940
  • [6] Phosphorus pentoxide as an efficient catalyst for the tetrahydropyranylation of alcohols under solvent free conditions
    Eshghi, H
    Shafieyoon, P
    [J]. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2004, 179 (10) : 2149 - 2152
  • [7] Synthesis of imidazo[1,2-a] annulated pyridines, pyrazines and pyrimidines by a novel three-component condensation
    Groebke, K
    Weber, L
    Mehlin, F
    [J]. SYNLETT, 1998, (06) : 661 - +
  • [8] 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
  • [9] Hamamatsu T., 2009, Patent USPTO Appln, Patent No. 20090099400
  • [10] Microwave-assisted multi-component synthesis of fused 3-aminoimidazoles
    Ireland, SM
    Tye, H
    Whittaker, M
    [J]. TETRAHEDRON LETTERS, 2003, 44 (23) : 4369 - 4371