Palladium(0)-catalyzed reaction of acidic anilines with (Z)-2-Butene-1,4-diyl dicarbonate - Preparation of n-aryl-4-vinyloxazolidin-2-ones

Authors
Moreno-Manas, M Morral, L Pleixats, R Villarroya, S
Citation
M. Moreno-manas et al., Palladium(0)-catalyzed reaction of acidic anilines with (Z)-2-Butene-1,4-diyl dicarbonate - Preparation of n-aryl-4-vinyloxazolidin-2-ones, EUR J ORG C, (1), 1999, pp. 181-186
Citations number
56
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
1
Year of publication
1999
Pages
181 - 186
Database
ISI
SICI code
1434-193X(199901):1<181:PROAAW>2.0.ZU;2-U
Abstract
Palladium-cataiyzed reaction of acidic anilines with (Z)-2-butene-1,4-diyl dicarbonate affords N-aryl-8-vinyloxazolidin-2-ones. The success of the rea ction depends on the acidity of the aniline and requires in situ conversion of the dicarbonale into carbamate carbonate by nucleophilic attack of the aniline conjugate base followed by palladium-catalyzed intramolecular cycli zation.