FeCl3•6H2O-Catalyzed Conversion of Acylals to Dihydropyrimidinones Under Microwave Conditions: A New Procedure for the Biginelli Reaction

被引：10

作者：

Majd, Mahdieh Mozaffari ^{[1
]}

Saidi, Kazem ^{[1
]}

Khabazzadeh, Hojatollah ^{[1
]}

机构：

[1] Shahid Bahonar Univ Kerman, Dept Chem, Kerman 76169, Iran

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 2010年 / 185卷 / 02期

关键词：

Biginelli reaction; dihydropyrimidine; microwave irradiation; solvent-free; ONE-POT SYNTHESIS; CALCIUM-CHANNEL BLOCKERS; SOLVENT-FREE CONDITIONS; EFFICIENT CATALYST; REUSABLE CATALYST; LEWIS-ACID; PART II; 3,4-DIHYDROPYRIMIDIN-2(1H)-ONES; ALDEHYDES; CHLORIDE;

D O I：

10.1080/10426500902796931

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

FeCl3 center dot 6H2O efficiently catalyzed the three-component condensation reaction of acylals, ethyl acetoacetate, and urea or thiourea to afford the corresponding 3,4-dihydropyrimidin-2(1H)-ones in good yields under solvent-free and microwave conditions.

引用

页码：325 / 329

页数：5

共 24 条

[1] Iron(III) trifluoro acetate and trifluoromethanesulfonate: Recyclable Lewis acid catalysts for one-pot synthesis of 3,4-dihydropyrimidinones or their sulfur analogues and 1,4-dihydropyridines via solvent-free Biginelli and Hantzsch condensation protocols [J].

Adibi, Hadi ;

Samimi, Heshmat Allah ;

Beygzadch, Mojtaba .

CATALYSIS COMMUNICATIONS, 2007, 8 (12) :2119-2124

[2] Tangstophosphoric acid (H3PW12O40):: An efficient and eco-friendly catalyst for the one-pot synthesis of dihydropyrimidin-2(1H)-ones [J].

Amini, Mostafa Mohammadpour ;

Shaabani, Ahmad ;

Bazgir, Ayoob .

CATALYSIS COMMUNICATIONS, 2006, 7 (11) :843-847

[3] 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

[4]

Biginelli P., 1893, GAZZ CHIM ITAL, V23, P360

[5] Account of microwave irradiation for accelerating organic reactions [J].

El Ashry, El Sayed H. ;

Kassem, Ahmed A. .

ARKIVOC, 2006, :1-16

[6] An efficient and chemoselective synthesis of acylals from aromatic aldehydes and their regeneration, catalyzed by 12-molybdophosphoric acid [J].

Heravi, Majid M. ;

Bakhtiari, Khadijeh ;

Bamoharram, Fatemeh F. .

CATALYSIS COMMUNICATIONS, 2006, 7 (07) :499-501

[7] CuI as reusable catalyst for the Biginelli reaction [J].

Kalita, Hima Rani ;

Phukan, Prodeep .

CATALYSIS COMMUNICATIONS, 2007, 8 (02) :179-182

[8] Biologically active dihydropyrimidones of the Biginelli-type - a literature survey [J].

Kappe, CO .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2000, 35 (12) :1043-1052

[9] Recent advances in the Biginelli dihydropyrimidine synthesis. New tricks from an old dog [J].

Kappe, CO .

ACCOUNTS OF CHEMICAL RESEARCH, 2000, 33 (12) :879-888

[10] Microwave-assisted heterocyclic synthesis [J].

Katritzky, AR ;

Singh, SK .

ARKIVOC, 2003, :68-86

← 1 2 3 →