Efficient Protocol for Knoevenagel Condensation in Presence of the Diazabicyclo[5.4.0]undec-7-ene-Water Complex

被引：0

作者：

Ying, An-Guo ^{[1
]}

Wu, Cheng-Lin ^{[1
]}

He, Guang-Hong ^{[1
]}

机构：

[1] Taizhou Univ, Sch Pharmaceut & Chem Engn, Taizhou 317000, Peoples R China

来源：

ASIAN JOURNAL OF CHEMISTRY | 2012年 / 24卷 / 02期

基金：

中国国家自然科学基金;

关键词：

Knoevenagel condensation; Green chemistry; Diazabicyclo[5.4.0]undec-7-ene; Recyclability; SOLVENT-FREE CONDITIONS; IONIC LIQUID; ELECTROPHILIC-ALKENES; CATALYST; DBU; ALDEHYDES; LACTATE;

D O I：

暂无

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A simple and efficient protocol for Knoevenagel condensation has been developed in the presence of diazabicyclo[5.4.0]undec-7-ene (DBU)/water complex. A widely range of carbonyl compounds (aliphatic and aromatic aldehydes, ketones) could react smoothly with methylene active ingredients (malononitrile, ethyl cyanoacetate, diethyl malonate and acetylacetone), which can not proceed by conventional catalyst. Other significant features of this method include readily work-up, good recyclability of catalytic system and short reaction time.

引用

页码：653 / 656

页数：4

共 28 条

[1] Superior amine catalysts for the Baylis-Hillman reaction: the use of DBU and its implications [J].

Aggarwal, VK ;

Mereu, A .

CHEMICAL COMMUNICATIONS, 1999, (22) :2311-2312

[2] Tetra-methyl ammonium hydroxide:: An efficient and versatile catalyst for the one-pot synthesis of tetrahydrobenzo[b]pyran derivatives in aqueous media [J].

Balalaie, Saeed ;

Sheikh-Ahmadi, Masoumeh ;

Bararjanian, Morteza .

CATALYSIS COMMUNICATIONS, 2007, 8 (11) :1724-1728

[3] Magnesium perchlorate as efficient Lewis acid for the Knoevenagel condensation between β-diketones and aldehydes [J].

Bartoli, Giuseppe ;

Bosco, Marcella ;

Carlone, Armando ;

Dalpozzo, Renato ;

Galzerano, Patrizia ;

Melchiorre, Paolo ;

Sambri, Letizia .

TETRAHEDRON LETTERS, 2008, 49 (16) :2555-2557

[4] Amino-functionalized ionic liquid as an efficient and recyclable catalyst for Knoevenagel reactions in water [J].

Cai, YQ ;

Peng, YQ ;

Song, GH .

CATALYSIS LETTERS, 2006, 109 (1-2) :61-64

[5] The DBU-H2O complex as a new catalyst for aldol condensation reactions [J].

Cota, Iuliana ;

Chimentao, Ricardo ;

Sueiras, Jesus ;

Medina, Francesc .

CATALYSIS COMMUNICATIONS, 2008, 9 (11-12) :2090-2094

[6]

Freeman F., 1980, CHEM REV, V80, P39

[7] A novel catalyst for the Knoevenagel condensation of aldehydes with malononitrile and ethyl cyanoacetate under solvent free conditions [J].

Gawande, Manoj B. ;

Jayaram, Radha V. .

CATALYSIS COMMUNICATIONS, 2006, 7 (12) :931-935

[8] Guanidine-catalyzed Henry reaction and Knoevenagel condensation [J].

Han, Junjie ;

Xu, Yanfen ;

Su, Yingpeng ;

She, Xuegong ;

Pan, Xinfu .

CATALYSIS COMMUNICATIONS, 2008, 9 (10) :2077-2079

[9]

Jones G., 1967, ORGANICREACTIONS, V15, P204, DOI 10.1002/0471264180.or015.02

[10] Magnesium fluoride catalyzed Knoevenagel reaction: An efficient synthesis of electrophilic alkenes [J].

Kumbhare, Ravindra M. ;

Sridhar, Madabhushi .

CATALYSIS COMMUNICATIONS, 2008, 9 (03) :403-405

← 1 2 3 →