Microwave-assisted synthesis of substituted imidazoles on a solid support under solvent-free conditions

被引:229
作者
Usyatinsky, AY [1 ]
Khmelnitsky, YL [1 ]
机构
[1] Albany Mol Res Inc, EnzyMed Div, Iowa City, IA 52242 USA
关键词
microwave chemistry; solvent-free synthesis; substituted imidazoles; combinatorial synthesis;
D O I
10.1016/S0040-4039(00)00771-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The solvent-free microwave-assisted synthesis of 2,4,5-substituted and 1,2,4,5-substituted imidazoles is reported. Imidazoles are obtained as a result of the condensation of a 1,2-dicarbonyl compound with an aldehyde and an amine using acidic alumina impregnated with ammonium acetate as the solid support. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5031 / 5034
页数:4
相关论文
共 11 条
[1]   Benzimidazoles: Oxidative heterocyclization via nitrobenzene and dimethylsufloxide on silica submitted to microwave or ultraviolet irradiation [J].
Ben-Alloum, A ;
Bakkas, S ;
Soufiaoui, M .
TETRAHEDRON LETTERS, 1998, 39 (25) :4481-4484
[2]   Remarkable fast n-alkylation of azaheterocycles under microwave irradiation in dry media [J].
Bogdal, D ;
Pielichowski, J ;
Jaskot, K .
HETEROCYCLES, 1997, 45 (04) :715-722
[3]   NOVEL SYNTHESIS OF ARYLIMIDAZOLES USING MICROWAVE IRRADIATION IN DRY MEDIUM [J].
BOUGRIN, K ;
SOUFIAOUI, M .
TETRAHEDRON LETTERS, 1995, 36 (21) :3683-3686
[4]   MICROWAVE-ASSISTED ORGANIC-REACTIONS [J].
CADDICK, S .
TETRAHEDRON, 1995, 51 (38) :10403-10432
[5]   Microwave assisted combinatorial chemistry synthesis of substituted pyridines [J].
Cotterill, IC ;
Usyatinsky, AY ;
Arnold, JM ;
Clark, DS ;
Dordick, JS ;
Michels, PC ;
Khmelnitsky, YL .
TETRAHEDRON LETTERS, 1998, 39 (10) :1117-1120
[6]   Microwave assisted synthesis of chiral imidazolyl and pyrazolyl alcohols [J].
Glas, H ;
Thiel, WR .
TETRAHEDRON LETTERS, 1998, 39 (31) :5509-5510
[7]  
KRIEG B, 1967, Z NATURFORSCH PT B, VB 22, P132
[8]   Application of basic clays in microwave activated Michael additions: Preparation of N-substituted imidazoles [J].
MartinAranda, RM ;
VicenteRodriguez, MA ;
LopezPestana, JM ;
LopezPeinado, AJ ;
Jerez, A ;
LopezGonzalez, JDD ;
BanaresMunoz, MA .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1997, 124 (2-3) :115-121
[9]  
Reddy ACS, 1997, TETRAHEDRON, V53, P5847
[10]   Imidazole libraries on solid support [J].
Sarshar, S ;
Siev, D ;
Mjalli, AMM .
TETRAHEDRON LETTERS, 1996, 37 (06) :835-838