Three component condensations catalyzed by iodine-alumina for the synthesis of substituted 3,4-dihydropyrimidin-2(1H)-ones under microwave irradiation and solvent-free conditions

被引:67
作者
Saxena, I [1 ]
Borah, DC [1 ]
Sarma, JC [1 ]
机构
[1] Reg Res Lab, Natl Prod Chem Div, Jorhat 785006, Assam, India
关键词
D O I
10.1016/j.tetlet.2004.12.081
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Condensation of an aldehyde, ethyl acetoacetate and urea or thiourea under microwave irradiation in the presence of 10% iodine adsorbed on neutral alumina gives substituted 3,4-dihydropyrimidin-2(1H)-ones in excellent yields. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1159 / 1160
页数:2
相关论文
共 25 条
[1]   DIHYDROPYRIMIDINE CALCIUM-CHANNEL BLOCKERS .3. 3-CARBAMOYL-4-ARYL-1,2,3,4-TETRAHYDRO-6-METHYL-5-PYRIMIDINECARBOXYLIC ACID-ESTERS AS ORALLY EFFECTIVE ANTIHYPERTENSIVE AGENTS [J].
ATWAL, KS ;
SWANSON, BN ;
UNGER, SE ;
FLOYD, DM ;
MORELAND, S ;
HEDBERG, A ;
OREILLY, BC .
JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (02) :806-811
[2]   The Biginelli condensation:: A novel and efficient regioselective synthesis of dihydropyrimidin-2(1H)-ones using lithium bromide [J].
Baruah, PP ;
Gadhwal, S ;
Prajapati, D ;
Sandhu, JS .
CHEMISTRY LETTERS, 2002, (10) :1038-1039
[3]   MICROWAVE-ASSISTED ORGANIC-REACTIONS [J].
CADDICK, S .
TETRAHEDRON, 1995, 51 (38) :10403-10432
[4]   Iodine as acetylation catalyst in the preparation of 1,1-diacetates from aldehydes [J].
Deka, N ;
Kalita, DJ ;
Borah, R ;
Sarma, JC .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (05) :1563-1564
[5]  
Deka N, 2001, CHEM LETT, P794
[6]   Microwave-mediated selective monotetrahydropyranylation of symmetrical diols catalyzed by iodine [J].
Deka, N ;
Sarma, JC .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (06) :1947-1948
[7]   Microwave assisted catalytic protection and deprotection of alcohols with 3,4-dihydro-2H-pyran [J].
Deka, N ;
Sarma, JC .
SYNTHETIC COMMUNICATIONS, 2000, 30 (24) :4435-4441
[8]  
GUPTA R, 1995, INDIAN J CHEM B, V34, P151
[9]   Unprecedented catalytic three component one-pot condensation reaction: An efficient synthesis of 5-alkoxycarbonyl-4-aryl-3,4-dihydropyrimidin-2(1H)-ones [J].
Hu, EH ;
Sidler, DR ;
Dolling, UH .
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (10) :3454-3457
[10]   A new selective catalytic acetalization method promoted by microwave irradiation [J].
Kalita, DJ ;
Borah, R ;
Sarma, JC .
TETRAHEDRON LETTERS, 1998, 39 (25) :4573-4574