Microwave-Assisted and Yb(OTf)3-Promoted One-Pot Multicomponent Synthesis of Substituted Quinolines in Ionic Liquid

被引：46

作者：

Kumar, Anil ^{[1
]}

Rao, V. Kameshwara ^{[1
]}

机构：

[1] Birla Inst Technol & Sci, Dept Chem, Pilani 333031, Rajasthan, India

来源：

SYNLETT | 2011年 / 15期

关键词：

microwave assisted; ytterbium triflate; one-pot; multicomponent; quinolines; ionic liquid; RECYCLABLE CATALYST; CARBONYL-COMPOUNDS; FACILE SYNTHESIS; EFFICIENT; TRIFLATE; CYCLIZATION; KETONES; CHEMISTRY; ALDEHYDES; AMINES;

D O I：

10.1055/s-0030-1261200

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A straightforward and efficient method has been developed for the synthesis of quinolines by Yb(OTf)(3) catalyzed three-component reaction of aldehydes, alkynes, and amines under microwave irradiation in ionic liquid. A series of 2,4-disubstituted quinolines was synthesized in excellent yield (69-93%) under mild reaction condition and the catalyst was recycled for four cycles.

引用

页码：2157 / 2162

页数：6

共 44 条

[1] Iron(III)-Catalyzed and Air-Mediated Tandem Reaction of Aldehydes, Alkynes and Amines: An Efficient Approach to Substituted Quinolines [J].

Cao, Ke ;

Zhang, Fu-Min ;

Tu, Yong-Qiang ;

Zhuo, Xiao-Tao ;

Fan, Chun-An .

CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (26) :6332-6334

[2] Catalytic application of room temperature ionic liquids:: [bmim][MeSO4] as a recyclable catalyst for synthesis of bis(indolyl) methanes. Ion-fishing by MALDI-TOF-TOF MS and MS/MS studies to probe the proposed mechanistic model of catalysis [J].

Chakraborti, Asit K. ;

Roy, Sudipta Raha ;

Kumar, Dinesh ;

Chopra, Pradeep .

GREEN CHEMISTRY, 2008, 10 (10) :1111-1118

[3] On Catalysis by Ionic Liquids [J].

Chakraborti, Asit K. ;

Roy, Sudipta Raha .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (20) :6902-+

[4] Microwave-assisted synthesis in water as solvent [J].

Dallinger, Doris ;

Kappe, C. Oliver .

CHEMICAL REVIEWS, 2007, 107 (06) :2563-2591

[5] Synthesis and in vitro antitubercular activity of a series of quinoline derivatives [J].

de Souza, Marcus V. N. ;

Pais, Karla C. ;

Kaiser, Carlos R. ;

Peralta, Monica A. ;

Ferreira, Marcelle de L. ;

Lourenco, Maria C. S. .

BIOORGANIC & MEDICINAL CHEMISTRY, 2009, 17 (04) :1474-1480

[6] Recent developments in isocyanide based multicomponent reactions in applied chemistry [J].

Dömling, A .

CHEMICAL REVIEWS, 2006, 106 (01) :17-89

[7]

Dömling A, 2000, ANGEW CHEM INT EDIT, V39, P3168, DOI 10.1002/1521-3773(20000915)39:18<3168::AID-ANIE3168>3.0.CO

[8]

2-U

[9] Quinoline antimalarials [J].

Egan, TJ .

EXPERT OPINION ON THERAPEUTIC PATENTS, 2001, 11 (02) :185-209

[10] New quinoline derivatives: Synthesis and investigation of antibacterial and antituberculosis properties [J].

Eswaran, Sumesh ;

Adhikari, Airody Vasudeva ;

Chowdhury, Imran H. ;

Pal, Nishith K. ;

Thomas, K. D. .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (08) :3374-3383

← 1 2 3 4 5 →