Eutectic Salt Catalyzed Environmentally Benign and Highly Efficient Biginelli Reaction

被引：34

作者：

Azizi, Najmadin ^{[1
]}

Dezfuli, Sahar ^{[2
]}

Hahsemi, Mohmmad Mahmoodi ^{[2
]}

机构：

[1] Chem & Chem Engn Res Ctr Iran, Tehran 1496813151, Iran

[2] Islamic Azad Univ, Sci & Res Branch, Dept Chem, Tehran, Iran

来源：

SCIENTIFIC WORLD JOURNAL | 2012年

关键词：

ONE-POT SYNTHESIS; SOLVENT-FREE; CONDENSATION REACTION; CHLORIDE; ACID; 3-COMPONENT; DIHYDROPYRIMIDINONES; 3,4-DIHYDROPYRIMIDIN-2(1H)-ONES; DERIVATIVES; INHIBITORS;

D O I：

10.1100/2012/908702

中图分类号：

O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];

学科分类号：

07 ; 0710 ; 09 ;

摘要：

A simple deep eutectic solvent based on tin (II) chloride was used as a dual catalyst and environmentally benign reaction medium for an efficient synthesis of 3,4-dihydropyrimidin-2(1H)-one derivatives, from aromatic and aliphatic aldehydes, 1,3-dicarbonyl compounds, and urea in good-to-excellent yields and short reaction time. This simple ammonium deep eutectic solvent, easily synthesized from choline chloride and tin chloride, is relatively inexpensive and recyclable, making it applicable for industrial applications.

引用

页数：6

共 57 条

[1] Ionic liquids based upon metal halide/substituted quaternary ammonium salt mixtures [J].

Abbott, AP ;

Capper, G ;

Davies, DL ;

Rasheed, R .

INORGANIC CHEMISTRY, 2004, 43 (11) :3447-3452

[2] Novel solvent properties of choline chloride/urea mixtures [J].

Abbott, AP ;

Capper, G ;

Davies, DL ;

Rasheed, RK ;

Tambyrajah, V .

CHEMICAL COMMUNICATIONS, 2003, (01) :70-71

[3] A Convenient One-Pot Biginelli Reaction Catalyzed by Y(OAc)3: An Improved Protocol for the Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones and Their Sulfur Analogues [J].

Aridoss, Gopalakrishnan ;

Jeong, Yeon Tae .

BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2010, 31 (04) :863-868

[4] 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

[5] One-pot synthesis of dithiocarbamates accelerated in water [J].

Azizi, N ;

Aryanasab, F ;

Torkiyan, L ;

Ziyaei, A ;

Saidi, MR .

JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (09) :3634-3635

[6] Highly efficient one-pot three-component Mannich reaction in water catalyzed by heteropoly acids [J].

Azizi, N ;

Torkiyan, L ;

Saidi, MR .

ORGANIC LETTERS, 2006, 8 (10) :2079-2082

[7] Highly chemoselective addition of amines to epoxides in water [J].

Azizi, N ;

Saidi, MR .

ORGANIC LETTERS, 2005, 7 (17) :3649-3651

[8] Novel and efficient method for the silylation of hydroxyl groups with hexamethyldisilazane (HMDS) under solvent-free and neutral conditions [J].

Azizi, N ;

Saidi, MR .

ORGANOMETALLICS, 2004, 23 (06) :1457-1458

[9] Waste-free and environment-friendly uncatalyzed synthesis of dithiocarbamates under solvent-free conditions [J].

Azizi, Naimedin ;

Ebrahimi, Forogh ;

Aakbari, Elham ;

Aryanasab, Fezzeh ;

Saidi, Mohammad R. .

SYNLETT, 2007, (18) :2797-2800

[10] A simple and novel eco-friendly process for the one-pot synthesis of dithiocarbamates from amines, carbon disulfide, and epoxides [J].

Azizi, Najmedin ;

Pourhasan, Bahram ;

Aryanasab, Fezzeh ;

Saidi, Mohammad R. .

SYNLETT, 2007, (08) :1239-1242

← 1 2 3 4 5 6 →