Facile Method for One-Step Synthesis of 2,4,5-Triarylimidazoles Under Catalyst-Free, Solvent-Free, and Microwave-Irradiation Conditions

被引：20
作者：
Zhou, Jian-Feng [1 ,2 ]
Gong, Gui-Xia [2 ]
Sun, Xiao-Jun [1 ]
Zhu, Yu-Lan [1 ]
机构：
[1] Huaiyin Teachers Coll, Dept Chem, Jiangsu Key Lab Chem Low Dimens Mat, Huaian 223300, Peoples R China
[2] Suzhou Univ, Sch Chem & Chem Engn, Key Lab Organ Synth Jiangsu Prov, Suzhou 215006, Peoples R China
来源：
SYNTHETIC COMMUNICATIONS | 2010年 / 40卷 / 08期
基金：
中国国家自然科学基金;
关键词：
Aromatic aldehyde; benzil; catalyst-free; microwave irradiation; solvent-free; triarylimidazole; ONE-POT SYNTHESIS; EFFICIENT; IMIDAZOLES;
D O I：
10.1080/00397910903043025
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A green and efficient method for the synthesis of 2,4,5-triarylimidazoles by one-step condensation reaction of benzil, aromatic aldehyde, and ammonium acetate under catalyst-free, solvent-free, and microwave-irradiation conditions is reported. This method had many dramatic advantages, such as the short reaction time (3-5min), good yields (80-99%), environmental friendliness, and convenient operation.
引用
收藏
页码：1134 / 1141
页数：8
相关论文
共 27 条
[1]   Zeolite HY and silica gel as new and efficient heterogenous catalysts for the synthesis of triarylimidazoles under microwave irradiation [J].
Balalaie, S ;
Arabanian, A ;
Hashtroudi, MS .
MONATSHEFTE FUR CHEMIE, 2000, 131 (09) :945-948
[2]   Substituted imidazoles as glucagon receptor antagonists [J].
Chang, LL ;
Sidler, KL ;
Cascieri, MA ;
de Laszlo, S ;
Koch, G ;
Li, B ;
MacCoss, M ;
Mantlo, N ;
O'Keefe, S ;
Pang, M ;
Rolando, A ;
Hagmann, WK .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2001, 11 (18) :2549-2553
[3]   The action of ammonia on benzil [J].
Davidson, D ;
Weiss, M ;
Jelling, M .
JOURNAL OF ORGANIC CHEMISTRY, 1937, 2 (04) :319-327
[4]   Microwave-assisted rapid and straightforward synthesis of 2-aryl-4-quinolones from acylated 2′-aminoacetophenones [J].
Ding, Derong ;
Li, Xin ;
Wang, Xin ;
Du, Yongli ;
Shen, Jingkang .
TETRAHEDRON LETTERS, 2006, 47 (39) :6997-6999
[5]   2,4,5-TRIARYLIMIDAZOLE INHIBITORS OF IL-1 BIOSYNTHESIS [J].
GALLAGHER, TF ;
FIERTHOMPSON, SM ;
GARIGIPATI, RS ;
SORENSON, ME ;
SMIETANA, JM ;
LEE, D ;
BENDER, PE ;
LEE, JC ;
LAYDON, JT ;
GRISWOLD, DE ;
CHABOTFLETCHER, MC ;
BRETON, JJ ;
ADAMS, JL .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1995, 5 (11) :1171-1176
[6]  
Grimmett M.R., 1996, COMPREHENSIVE HETERO, V3, P77
[7]   Catalyst-free reactions under solvent-free conditions: microwave-assisted synthesis of heterocyclic hydrazones below the melting points of neat reactants [J].
Jeselnik, M ;
Varma, RS ;
Polanc, S ;
Kocevar, M .
CHEMICAL COMMUNICATIONS, 2001, (18) :1716-1717
[8]   Controlled microwave heating in modern organic synthesis [J].
Kappe, CO .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (46) :6250-6284
[9]   Efficient elemental iodine catalyzed one-pot synthesis of 2,4,5-triarylimidazoles [J].
Kidwai, Mazaahir ;
Mothsra, Poonam ;
Bansal, Vikas ;
Goyal, Ritu .
MONATSHEFTE FUR CHEMIE, 2006, 137 (09) :1189-1194
[10]  
LIEBL R, 1987, Patent No. 3604042
123