Tetramethylguanidium-based ionic liquids as efficient and reusable catalysts for the synthesis of biscoumarin at room temperature

被引：41

作者：

Zhu, Anlian ^{[1
]}

Wang, Mingyue ^{[1
]}

Li, Lingjun ^{[1
]}

Wang, Jianji ^{[1
]}

机构：

[1] Henan Normal Univ, Collaborat Innovat Ctr Henan Prov Green Mfg Fine, Key Lab Green Chem Media & React, Minist Educ,Sch Chem & Chem Engn, Xinxiang 453007, Henan, Peoples R China

来源：

RSC ADVANCES | 2015年 / 5卷 / 90期

基金：

中国国家自然科学基金;

关键词：

DIRECT ALDOL REACTIONS; CARBON-DIOXIDE; DERIVATIVES; LEWIS; HYDROGENATION; CO2;

D O I：

10.1039/c5ra14247d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In this work, a basic ionic liquid, tetramethylguanidium acetate ([TMG][Ac]), was found to be an efficient catalyst for the one-pot preparation of biscoumarins through a domino Knoevenagel-Michael reaction at room temperature. This novel catalytic system avoids the utilization of volatile organic solvents and has excellent tolerance to various functional groups on substrates. The convenient preparation, excellent catalytic efficiency, good reusability and the perspective in scale-up reactions make this catalyst intriguing in industrial applications.

引用

页码：73974 / 73979

页数：6

共 35 条

[1] Synthesis and application of a novel strong and stable supported ionic liquid catalyst with both Lewis and Bronsted acid sites [J].

Boroujeni, Kaveh Parvanak ;

Ghasemi, Parvin .

CATALYSIS COMMUNICATIONS, 2013, 37 :50-54

[2] Novel coumarins and 2-thioxo-coumarins as inhibitors of the tumor-associated carbonic anhydrases IX and XII [J].

Carta, Fabrizio ;

Maresca, Alfonso ;

Scozzafava, Andrea ;

Supuran, Claudiu T. .

BIOORGANIC & MEDICINAL CHEMISTRY, 2012, 20 (07) :2266-2273

[3] N,N-Dimethylamino-Functionalized Basic Ionic Liquid Catalyzed One-Pot Multicomponent Reaction for the Synthesis of 4H-Benzo[b]pyran Derivatives under Solvent-Free Condition [J].

Chen, Lu ;

Li, Yi-Qun ;

Huang, Xu-Jiang ;

Zheng, Wen-Jie .

HETEROATOM CHEMISTRY, 2009, 20 (02) :91-94

[4] Ionic liquid (molten salt) phase organometallic catalysis [J].

Dupont, J ;

de Souza, RF ;

Suarez, PAZ .

CHEMICAL REVIEWS, 2002, 102 (10) :3667-3691

[5] From Molten Salts to Ionic Liquids: A "Nano" Journey [J].

Dupont, Jairton .

ACCOUNTS OF CHEMICAL RESEARCH, 2011, 44 (11) :1223-1231

[6] Ionic liquids in separations [J].

Han, Xinxin ;

Armstrong, Daniel W. .

ACCOUNTS OF CHEMICAL RESEARCH, 2007, 40 (11) :1079-1086

[7] Structure and solvation in ionic liquids [J].

Hardacre, Christopher ;

Holbrey, John D. ;

Nieuwenhuyzen, Mark ;

Youngs, Tristan G. A. .

ACCOUNTS OF CHEMICAL RESEARCH, 2007, 40 (11) :1146-1155

[8] One-pot and chemoselective synthesis of bis(4-hydroxycoumarin) derivatives catalyzed by nano silica chloride [J].

Karimian R. ;

Piri F. ;

Safari A.A. ;

Davarpanah S.J. .

Journal of Nanostructure in Chemistry, 2013, 3 (1)

[9] Molecular iodine: A versatile catalyst for the synthesis of bis(4-hydroxycoumarin) methanes in water [J].

Kidwi, Mazaahir ;

Bansal, Vikas ;

Mothsra, Poonam ;

Saxena, Shilpi ;

Somvanshi, Rishi K. ;

Dey, Sharmistha ;

Singh, Tej P. .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 268 (1-2) :76-81

[10] Toward Understanding the Origin of Positive Effects of Ionic Liquids on Catalysis: Formation of More Reactive Catalysts and Stabilization of Reactive Intermediates and Transition States in Ionic Liquids [J].

Lee, Ji Woong ;

Shin, Ju Yeon ;

Chun, Yu Sung ;

Bin Jang, Hyeong ;

Song, Choong Eui ;

Lee, Sang-Gi .

ACCOUNTS OF CHEMICAL RESEARCH, 2010, 43 (07) :985-994

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