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

[11] Microwave-assisted synthesis of dihydropyrimidin-2(1H)-ones using graphite supported lanthanum chloride as a mild and efficient catalyst [J].

Khabazzadeh, Hojatollah ;

Saidi, Kazem ;

Sheibani, Hassan .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2008, 18 (01) :278-280

[12] Synthesis of 3,4-dihydropyrimidin-2(1H)-ones using Ziegler-Natta catalyst system under solvent free conditions [J].

Kumar, Atul ;

Maurya, Ram Awatar .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 272 (1-2) :53-56

[13]

Loupy A., 2002, MICROWAVES ORGANIC S, P253

[14] Y(NO3)3•6H2O:: A novel and reusable catalyst for one pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones under solvent-free conditions [J].

Nandurkar, Nitin S. ;

Bhanushali, Mayur J. ;

Bhor, Malhari D. ;

Bhanage, Bhalchandra M. .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 271 (1-2) :14-17

[15] Zirconium(IV) chloride catalyzed one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones [J].

Reddy, CV ;

Mahesh, M ;

Raju, PVK ;

Babu, TR ;

Reddy, VVN .

TETRAHEDRON LETTERS, 2002, 43 (14) :2657-2659

[16] Solvent-free catalytic preparation of 1,1-diacetates from aldehydes using a Wells-Dawson acid (H6P2W18O62•24H2O) [J].

Romanelli, GP ;

Thomas, HJ ;

Baronetti, GT ;

Autino, JC .

TETRAHEDRON LETTERS, 2003, 44 (06) :1301-1303

[17] CALCIUM-ENTRY BLOCKERS AND ACTIVATORS - CONFORMATIONAL AND STRUCTURAL DETERMINANTS OF DIHYDROPYRIMIDINE CALCIUM-CHANNEL MODULATORS [J].

ROVNYAK, GC ;

KIMBALL, SD ;

BEYER, B ;

CUCINOTTA, G ;

DIMARCO, JD ;

GOUGOUTAS, J ;

HEDBERG, A ;

MALLEY, M ;

MCCARTHY, JP ;

ZHANG, RA ;

MORELAND, S .

JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (01) :119-129

[18] The chemistry of acylals. Part II. Formation of nitriles by treatment of acylals with trimethylsilyl azide in the presence of a Lewis acid [J].

Sandberg, M ;

Sydnes, LK .

TETRAHEDRON LETTERS, 1998, 39 (35) :6361-6364

[19] Silica triflate as an efficient catalyst for the solvent-free synthesis of 3,4-dihydropyrimidin-2(1H)-ones [J].

Shirini, Farhad ;

Marjani, Katayoun ;

Nahzomi, Hossein Taherpour .

ARKIVOC, 2007, :51-57

[20] Geminal dicarboxylates as carbonyl surrogates for asymmetric synthesis. Part II. Scope and applications [J].

Trost, BM ;

Lee, CB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (16) :3687-3696

← 1 2 3 →