Reactivity of conjugated phosphazenes derived from dehydroaspartic esters with acyl halides. Synthesis of 5(4H)-oxazolone

Authors
Palacios, F Legido, M de Heredia, IP Rubiales, G
Citation
F. Palacios et al., Reactivity of conjugated phosphazenes derived from dehydroaspartic esters with acyl halides. Synthesis of 5(4H)-oxazolone, HETEROCYCLE, 52(3), 2000, pp. 1057
Citations number
55
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
52
Issue
3
Year of publication
2000
Database
ISI
SICI code
0385-5414(20000301)52:3<1057:ROCPDF>2.0.ZU;2-Z
Abstract
The reactivity of N-vinylic phosphazenes derived from dehydroaspartic ester s towards acyl halides is reported. Treatment of conjugated phosphazene wit h acyl halides led to the formation of N-acylated dehydroaspartic esters an d alkenyl-5(4N)-oxazolones. When the reaction was performed in the presence of diethylamine, 1-diethylamino-3,4-dimethoxycarbonyl-2-aza-1,3-butadiene was obtained. Reaction of substituted 5(4H)-oxazolones with water, ethanol and amines gave N-acylated dehydroaspartic acid derivatives.