1,1,3,3-N,N,N′,N′-tetramethylguanidinium trifluoroacetate ionic liquid-promoted efficient one-pot synthesis of trisubstituted imidazoles

被引:34
作者
Shaabani, A
Rahmati, A
Aghaaliakbari, B
Safaei-Ghomi, J
机构
[1] Shahid Beheshti Univ, Dept Chem, Tehran, Iran
[2] Univ Kashan, Dept Chem, Kashan, Iran
关键词
imidazole; ionic liquid; one-pot condensation reaction; 1,1,3,3-N,N,N ',N '-tetramethylguanidinium trifluoroacetate;
D O I
10.1080/00397910500328969
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Trisubstituted imidazoles have been synthesized in very short reaction times with excellent yields in the presence of 1,1,3,3- N , N , N ', N '-tetramethylguanidinium trifluoroacetate as an ionic liquid at 100 degrees C. The ionic liquid can be recycled for subsequent reactions without any appreciable loss of efficiency.
引用
收藏
页码:65 / 70
页数:6
相关论文
共 23 条
  • [1] An efficient synthesis of tetrasubstituted imidazoles from N-(2-oxo)-amides
    Claiborne, CF
    Liverton, NJ
    Nguyen, KT
    [J]. TETRAHEDRON LETTERS, 1998, 39 (49) : 8939 - 8942
  • [2] CONSONNI R, 1991, J CHEM RES-S, P188
  • [3] SULFONYLUREAS AND SULFONYLCARBAMATES AS NEW NON-TETRAZOLE ANGIOTENSIN-II RECEPTOR ANTAGONISTS - DISCOVERY OF A HIGHLY POTENT ORALLY-ACTIVE (IMIDAZOLYLBIPHENYLYL) SULFONYLUREA (HR-720)
    DEPREZ, P
    GUILLAUME, J
    BECKER, R
    CORBIER, A
    DIDIERLAURENT, S
    FORTIN, M
    FRECHET, D
    HAMON, G
    HECKMANN, B
    HEITSCH, H
    KLEEMANN, HW
    VEVERT, JP
    VINCENT, JC
    WAGNER, A
    ZHANG, JD
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (13) : 2357 - 2377
  • [4] SYNTHESIS OF DIPHTHAMIDE - THE TARGET OF DIPHTHERIA-TOXIN CATALYZED ADP-RIBOSYLATION IN PROTEIN-SYNTHESIS ELONGATION FACTOR-II
    EVANS, DA
    LUNDY, KM
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (04) : 1495 - 1496
  • [5] Synthesis of substituted imidazoles via organocatalysis
    Frantz, DE
    Morency, L
    Soheili, A
    Murry, JA
    Grabowski, EJJ
    Tillyer, RD
    [J]. ORGANIC LETTERS, 2004, 6 (05) : 843 - 846
  • [6] Grimmett M.R., 1996, Comprehensive Heterocyclic Chemistry, P77
  • [7] GRIMMETT MR, 1984, COMPREHENSIVE HETERO, V5, P475
  • [8] Japp F.R., 1882, BER DTSCH CHEM GES, V15, P1268
  • [9] A facile synthesis of fluorine-containing heterocycles - Use of 1,1,1-trifluoro-2-alkanones as a convenient synthetic intermediate
    Kamitori, Y
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2001, 38 (03) : 773 - 776
  • [10] PREPARATION AND ANTIINFLAMMATORY ACTIVITY OF SOME NONACIDIC TRISUBSTITUTED IMIDAZOLES
    LOMBARDINO, JG
    WISEMAN, EH
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1974, 17 (11) : 1182 - 1188