A Facile, One-Pot, Green Synthesis of Polysubstituted 4H-Pyrans via Piperidine-Catalyzed Three-Component Condensation in Aqueous Medium

被引:19
作者
Lu, Guo-Ping [1 ]
Cai, Chun [1 ]
机构
[1] Nanjing Univ Sci & Technol, Sch Chem Engn, Nanjing 210094, Peoples R China
关键词
ORGANIC-REACTIONS; IONIC LIQUID; DERIVATIVES; EFFICIENT; WATER; ALDEHYDES; SOLVENT; PYRANS;
D O I
10.1002/jhet.528
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient, one-pot method was described for the synthesis of various polysubstituted 4H-pyrans via piperidine catalyzed three-component condensation in aqueous medium. The reaction could be promoted effectively by adding sodium dodecyl sulfate to aqueous medium.
引用
收藏
页码:124 / 128
页数:5
相关论文
共 26 条
[11]   A facile one-pot green synthesis and antibacterial activity of 2-amino-4H-pyrans and 2-amino-5-oxo-5,6,7,8-tetrahydro-4H-chromenes [J].
Kumar, Dalip ;
Reddy, V. Buchi ;
Sharad, Shashwat ;
Dube, Urvashi ;
Kapur, Suman .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (09) :3805-3809
[12]   Organic reactions in aqueous media with a focus on carbon-carbon bond formations: A decade update [J].
Li, CJ .
CHEMICAL REVIEWS, 2005, 105 (08) :3095-3165
[13]   Strontium triflate catalyzed one-pot condensation of β-naphthol, aldehydes and cyclic 1,3-dicarbonyl compounds [J].
Li, Jianjun ;
Tang, Wenyuan ;
Lu, Linmei ;
Su, Weike .
TETRAHEDRON LETTERS, 2008, 49 (50) :7117-7120
[14]   Stereoselective organic reactions in water [J].
Lindström, UM .
CHEMICAL REVIEWS, 2002, 102 (08) :2751-2771
[15]   Versatile three-component procedure for combinatorial synthesis of 2-aminospiro[(3′H)-indol-3′,4-(4H)-pyrans] [J].
Litvinov, Yuri M. ;
Mortikov, Valery Yu. ;
Shestopalov, Anatoliy M. .
JOURNAL OF COMBINATORIAL CHEMISTRY, 2008, 10 (05) :741-745
[16]   Basic alumina catalysed synthesis of substituted 2-amino-2-chromenes via three-component reaction [J].
Maggi, R ;
Ballini, R ;
Sartori, G ;
Sartorio, R .
TETRAHEDRON LETTERS, 2004, 45 (11) :2297-2299
[17]   A multi-component electro-organic synthesis of 2-amino-4H-chromenes [J].
Makarem, S. ;
Mohammadi, A. A. ;
Fakhari, A. R. .
TETRAHEDRON LETTERS, 2008, 49 (50) :7194-7196
[18]   An efficient one-pot synthesis of tetrahydrobenzo[a]xanthene-11-one and diazabenzo[a]anthracene-9,11-dione derivatives under solvent free condition [J].
Nandi, Ganesh Chandra ;
Samai, Subhasis ;
Kumar, Ram ;
Singh, M. S. .
TETRAHEDRON, 2009, 65 (34) :7129-7134
[19]   On water: Unique reactivity of organic compounds in aqueous suspension [J].
Narayan, S ;
Muldoon, J ;
Finn, MG ;
Fokin, VV ;
Kolb, HC ;
Sharpless, KB .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (21) :3275-3279
[20]   Amino-functionalized ionic liquid as catalytically active solvent for microwave-assisted synthesis of 4H-pyrans [J].
Peng, Yanqing ;
Song, Gonghua .
CATALYSIS COMMUNICATIONS, 2007, 8 (02) :111-114