HANTZSCH PYRROLE SYNTHESIS ON SOLID SUPPORT

Citation
Aw. Trautwein et al., HANTZSCH PYRROLE SYNTHESIS ON SOLID SUPPORT, Bioorganic & medicinal chemistry letters, 8(17), 1998, pp. 2381-2384
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
ISSN journal
0960894X
Volume
8
Issue
17
Year of publication
1998
Pages
2381 - 2384
Database
ISI
SICI code
0960-894X(1998)8:17<2381:HPSOSS>2.0.ZU;2-3
Abstract
An efficient method for solid-phase synthesis of pyrroles is described . Polystyrene Rink amide resin is acetoacetylated and converted into p olymer bound enaminones upon treatment with primary amines. These then undergo a Hantzsch reaction with alpha-bromoketones to yield pyrroles . After cleavage with 20% trifluoroacetic acid in dichioromethane pyrr ole-3-carboxamides are obtained in excellent purity. (C) 1998 Elsevier Science Ltd. All rights reserved.