Polymer-assisted solution-phase library synthesis of 4-alkoxy-2-hydroxy-3,5,6-trifluorobenzoic acids

Citation
Ir. Hardcastle et al., Polymer-assisted solution-phase library synthesis of 4-alkoxy-2-hydroxy-3,5,6-trifluorobenzoic acids, TETRAHEDR L, 42(7), 2001, pp. 1363-1365
Citations number
15
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
7
Year of publication
2001
Pages
1363 - 1365
Database
ISI
SICI code
0040-4039(20010212)42:7<1363:PSLSO4>2.0.ZU;2-S
Abstract
The efficient synthesis of a small library of 4-alkoxy-2-hydroxy-3,5,6-trif luorobenzoic acids is described via the fluoride mediated alkylation of 5,6 ,8-trifluoro-7-hydroxy-2-methyl-benzo[1,3]dioxin-4-one with a collection of structurally diverse bromoalkanes. The use of ion-exchange resins during t he reaction sequence enabled the preparation of the majority of the product s in 82-98% purity without the need for chromatography. (C) 2001 Elsevier S cience Ltd. All rights reserved.