Trifluoroacetic Acid as an Efficient Catalyst for One-Pot, Four-Component Synthesis of 1,2,4,5-Tetrasubstituted Imidazoles Under Microwave-Assisted, Solvent-Free Conditions

被引:46
作者
Mohammadizadeh, Mohammad R. [1 ]
Hasaninejad, Alireza [1 ]
Bahramzadeh, M. [1 ]
机构
[1] Persian Gulf Univ, Dept Chem, Fac Sci, Bushehr 75169, Iran
关键词
Four-component; microwave; solvent-free; tetrasubstituted imidazoles; trifluoroacetic acid; ONE-STEP SYNTHESIS; TETRASUBSTITUTED IMIDAZOLES; HIGHLY-EFFICIENT; SUBSTITUTED IMIDAZOLES; DERIVATIVES; MILD; TFA; 6-AMINOURACILS; REAGENT; SYSTEM;
D O I
10.1080/00397910902737122
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient method for synthesis of various tetrasubstituted imidazoles, using trifluoroacetic acid (TFA) as a catalytic support, by four-component condensation of benzil, aldehydes, amines, and ammonium acetate under microwave-irradiated, solvent-free conditions is described.
引用
收藏
页码:3232 / 3242
页数:11
相关论文
共 47 条
[41]  
Stamatov SD, 2007, TETRAHEDRON LETT, V48, P1887, DOI 10.1016/j.tetlet.2007.01.083
[42]   Antifungal agents.: 10.: New derivatives of 1-[(aryl)[4-aryl-1H-pyrrol-3-yl]methyl]-1H-imidazole, synthesis, anti-Candida activity, and quantitative structure-analysis relationship studies [J].
Tafi, A ;
Costi, R ;
Botta, M ;
Di Santo, R ;
Corelli, F ;
Massa, S ;
Ciacci, A ;
Manetti, F ;
Artico, M .
JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (13) :2720-2732
[43]  
Tardieux C, 1998, SYNTHESIS-STUTTGART, P267
[44]   Microwave-assisted synthesis of substituted imidazoles on a solid support under solvent-free conditions [J].
Usyatinsky, AY ;
Khmelnitsky, YL .
TETRAHEDRON LETTERS, 2000, 41 (26) :5031-5034
[45]   TFA-catalyzed ring transformation of 4-hydroxycyclobutenone:: A simple and general route for preparation of 3-substituted 4-aminofuran-2(5H)-ones [J].
Wang, J ;
Jiang, X ;
Chen, M ;
Ge, ZM ;
Hu, YF ;
Hu, HW .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2001, (01) :66-71
[46]  
Wasserscheid P., 2002, Ionic Liquids in Synthesis
[47]   TFA-mediated tandem Friedel-Crafts alkylation/cyclization/hydrogen transfer process for the synthesis of flavylium compounds [J].
Wu, Yan-Chao ;
Liu, Li ;
Liu, Yu-Liang ;
Wang, Dong ;
Chen, Yong-Jun .
JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (24) :9383-9386