A SIMPLE STRATEGY FOR THE PREPARATION OF 4-AMINOQUINOLINES FROM BETA-FUNCTIONALIZED ENAMINES

Authors
PALACIOS F APARICIO D GARCIA J
Citation
F. Palacios et al., A SIMPLE STRATEGY FOR THE PREPARATION OF 4-AMINOQUINOLINES FROM BETA-FUNCTIONALIZED ENAMINES, Tetrahedron, 54(8), 1998, pp. 1647-1656
Citations number
34
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
54
Issue
8
Year of publication
1998
Pages
1647 - 1656
Database
ISI
SICI code
0040-4020(1998)54:8<1647:ASSFTP>2.0.ZU;2-S
Abstract
An easy and efficient synthesis of 4-aminoquinolines substituted with a phosphine oxide group in the 3-position 1, is described. The key ste p is a heterocyclization of cyano-aryl beta-enamino phosphine oxides 4 . The treatment of beta-enamines derived from phosphonium salts 7, wit h a base afforded phosphazenes 8 and the hydrolysis of these phosphaze nes led to the formation of substituted 4-aminoquinolines 9. (C) 1998 Elsevier Science Ltd. All rights reserved.