Polymer-bound triphenylphosphine as traceless reagent for Mitsunobu reactions in combinatorial chemistry: Synthesis of aryl ethers from phenols and alcohols

被引:76
作者
Tunoori, AR
Dutta, D
Georg, GI [1 ]
机构
[1] Univ Kansas, Dept Med Chem, Higuchi Biosci Ctr, Lawrence, KS 66045 USA
[2] Univ Kansas, Higuchi Biosci Ctr, Drug Discovery Program, Lawrence, KS 66045 USA
关键词
D O I
10.1016/S0040-4039(98)01988-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of aryl ethers from phenols and alcohols using polymer-bound triphenylphosphine and diethyl azodicarboxylate (DEAD) is described. The polymer-bound triphenylphosphines are easily removed by filtration from the reaction products. This method is operationally simple and provides the products with high purity and in good yields. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:8751 / 8754
页数:4
相关论文
共 15 条
[1]   ESTERIFICATION USING A POLYMER-SUPPORTED PHOSPHINE REAGENT [J].
AMOS, RA ;
EMBLIDGE, RW ;
HAVENS, N .
JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (20) :3598-3600
[2]  
BUNIN BA, 1998, COMBINATORIAL INDEX
[3]   Novel solution phase strategy for the synthesis of chemical libraries containing small organic molecules [J].
Cheng, S ;
Comer, DD ;
Williams, JP ;
Myers, PL ;
Boger, DL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (11) :2567-2573
[4]  
Fecik RA, 1998, MED RES REV, V18, P149, DOI 10.1002/(SICI)1098-1128(199805)18:3<149::AID-MED2>3.0.CO
[5]  
2-X
[6]   Soluble polymer-bound ligand-accelerated catalysis: Asymmetric dihydroxylation [J].
Han, HS ;
Janda, KD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (32) :7632-7633
[7]   Solid-phase organic reactions .2. A review of the literature Nov 95 Nov 96. [J].
Hermkens, PHH ;
Ottenheijm, HCJ ;
Rees, DC .
TETRAHEDRON, 1997, 53 (16) :5643-5678
[8]  
Hughes D.L., 1992, ORG REACT, V42, P335, DOI [10.1002/0471264180.OR042.02, DOI 10.1002/0471264180.OR042.02]
[9]   Progress in the Mitsunobu reaction. A review [J].
Hughes, DL .
ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1996, 28 (02) :127-164
[10]  
Merritt AT, 1998, COMB CHEM HIGH T SCR, V1, P57