One-pot synthesis of highly substituted imidazoles using molecular iodine: A versatile catalyst

被引:241
作者
Kidwai, Mazaahir [1 ]
Mothsra, Poonam
Bansal, Vikas
Somvanshi, Rishi K.
Ethayathulla, Abdul S.
Dey, Sharmistha
Singh, Tej P.
机构
[1] Univ Delhi, Dept Chem, Green Chem Res Lab, New Delhi 110007, India
[2] All India Inst Med Sci, Dept Biophys, New Delhi 110029, India
关键词
2,4,5-trisubstituted imidazoles; 1,2,4,5-tetra substituted imidazoles; molecular iodine; TETRASUBSTITUTED IMIDAZOLES; EFFICIENT SYNTHESIS; PARALLEL SYNTHESIS; IONIC LIQUIDS; AMARYLLIDACEAE; SCELETIUM; THIAZOLE; OXAZOLE;
D O I
10.1016/j.molcata.2006.10.009
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Molecular iodine has been used an efficient catalyst for an improved and rapid one-pot synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles in excellent yields. The significant features of the iodine-catalyzed condensation are operational simplicity, inexpensive reagents, high yield of products and the use of non-toxic reagents. (c) 2006 Elsevier B.V All rights reserved.
引用
收藏
页码:177 / 182
页数:6
相关论文
共 53 条
[1]   Pyrimidinylimidazole inhibitors of p38: Cyclic N-1 imidazole substituents enhance p38 kinase inhibition and oral activity [J].
Adams, JL ;
Boehm, JC ;
Gallagher, TF ;
Kassis, S ;
Webb, EF ;
Hall, R ;
Sorenson, M ;
Garigipati, R ;
Griswold, DE ;
Lee, JC .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2001, 11 (21) :2867-2870
[2]   A novel one-pot synthesis of tetrasubstituted imidazoles under solvent-free conditions and microwave irradiation [J].
Balalaie, S ;
Hashemi, MM ;
Akhbari, M .
TETRAHEDRON LETTERS, 2003, 44 (08) :1709-1711
[3]   One-pot synthesis of tetrasubstituted imidazoles catalyzed by zeolite HY and silica gel under microwave irradiation [J].
Balalaie, S ;
Arabanian, A .
GREEN CHEMISTRY, 2000, 2 (06) :274-276
[4]   Synthesis of chiral ionic liquids from natural amino acids [J].
Bao, WL ;
Wang, ZM ;
Li, YX .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (02) :591-593
[5]   An efficient, high yield protocol for the one-pot synthesis of dihydropyrimidin-2(1H)-ones catalyzed by iodine [J].
Bhosale, RS ;
Bhosale, SV ;
Bhosale, SV ;
Wang, TY ;
Zubaidha, PK .
TETRAHEDRON LETTERS, 2004, 45 (49) :9111-9113
[6]   Parallel synthesis of substituted imidazoles from 1,2-aminoalcohols [J].
Bleicher, KH ;
Gerber, F ;
Wüthrich, Y ;
Alanine, A ;
Capretta, A .
TETRAHEDRON LETTERS, 2002, 43 (43) :7687-7690
[7]   An efficient synthesis of tetrasubstituted imidazoles from N-(2-oxo)-amides [J].
Claiborne, CF ;
Liverton, NJ ;
Nguyen, KT .
TETRAHEDRON LETTERS, 1998, 39 (49) :8939-8942
[8]  
CLARK NG, 1975, TETRAHEDRON LETT, P2717
[9]   Parallel synthesis of 1,2,4-trisubstituted imidazoles via N-alkyl-N-(β-keto)amides using a carbazate linker [J].
Cobb, JM ;
Grimster, N ;
Khan, N ;
Lai, JYQ ;
Payne, HJ ;
Payne, LJ ;
Raynham, T ;
Taylor, J .
TETRAHEDRON LETTERS, 2002, 43 (42) :7557-7560
[10]   Erosive-corrosive wear of aluminum alloy composites: Influence of slurry composition and speed [J].
Das, S. ;
Saraswathi, Y. L. ;
Mondal, D. P. .
WEAR, 2006, 261 (02) :180-190