Soluble polymer-supported synthesis of Biginelli compounds

被引:95
作者
Xia, M [1 ]
Wang, YG [1 ]
机构
[1] Zhejiang Univ, Dept Chem, Hangzhou 310027, Peoples R China
基金
中国国家自然科学基金;
关键词
D O I
10.1016/S0040-4039(02)01850-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient and general liquid-phase synthesis of Biginelli compounds has been developed. Polyethylene glycol (PEG) bound acetoacetate reacted with urea and aldehydes under reflux or solvent-free microwave irradiation conditions to afford PEG-supported 3,4-dihydropyrimidin-2(1H)-ones. The desired 3,4-dihydropyrimidin-2(1H)-ones were cleaved from the polymer support under mild conditions in high yields and high purity. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7703 / 7705
页数:3
相关论文
共 32 条
[21]   Soluble polymer-supported synthesis of isoxazoles [J].
Shang, YJ ;
Wang, YG .
TETRAHEDRON LETTERS, 2002, 43 (12) :2247-2249
[22]   A new convenient synthesis of 5-acyl-1,2,3,4-tetrahydropyrimidine-2-thiones/ones [J].
Shutalev, AD ;
Kishko, EA ;
Sivova, NV ;
Kuznetsov, AY .
MOLECULES, 1998, 3 (03) :100-106
[23]  
SIDLER DR, 1999, Patent No. 9907695
[24]   3,4-dihydropyrimidin-2(1H)-ones: Fast synthesis under microwave irradiation in solvent free conditions [J].
Stefani, HA ;
Gatti, PM .
SYNTHETIC COMMUNICATIONS, 2000, 30 (12) :2165-2173
[25]   Fluorous synthesis: Fluorous protocols for the Ugi and Biginelli multicomponent condensations [J].
Studer, A ;
Jeger, P ;
Wipf, P ;
Curran, DP .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (09) :2917-2924
[26]   POLY(ETHYLENE GLYCOL) DERIVATIVES AS PHASE-TRANSFER CATALYSTS AND SOLVENTS FOR ORGANIC-REACTIONS [J].
TOTTEN, GE ;
CLINTON, NA .
JOURNAL OF MACROMOLECULAR SCIENCE-REVIEWS IN MACROMOLECULAR CHEMISTRY AND PHYSICS, 1988, C28 (02) :293-337
[27]   Poly(ethylene glycol) and derivatives as phase transfer catalysts [J].
Totten, GE ;
Clinton, NA ;
Matlock, PL .
JOURNAL OF MACROMOLECULAR SCIENCE-REVIEWS IN MACROMOLECULAR CHEMISTRY AND PHYSICS, 1998, C38 (01) :77-142
[28]   Soluble polymer-supported organic synthesis [J].
Toy, PH ;
Tanda, KD .
ACCOUNTS OF CHEMICAL RESEARCH, 2000, 33 (08) :546-554
[29]   Solvent-free organic syntheses - using supported reagents and microwave irradiation [J].
Varma, RS .
GREEN CHEMISTRY, 1999, 1 (01) :43-55
[30]  
Wentworth P, 1999, CHEM COMMUN, P1917