Investigations into Competitive Cycloaddition/Cyclization or Elimination from 1,1-Dimethyl-propargylcarbamates of Anilines
HÉROGUEZ, Valérie
Laboratoire de Chimie des Polymères Organiques [LCPO]
Team 1 LCPO : Polymerization Catalyses & Engineering
< Réduire
Laboratoire de Chimie des Polymères Organiques [LCPO]
Team 1 LCPO : Polymerization Catalyses & Engineering
Langue
en
Article de revue
Ce document a été publié dans
Australian Journal of Chemistry. 2011, vol. 64, n° 2, p. 166-173
CSIRO Publishing
Résumé en anglais
The copper-catalyzed reaction of 1,1-dimethyl-O-propargyl aniline carbamates was studied and revealed the unexpected formation of oxazolidin-2-ones and alkylamines. An in-depth study of the reaction conditions showed that ...Lire la suite >
The copper-catalyzed reaction of 1,1-dimethyl-O-propargyl aniline carbamates was studied and revealed the unexpected formation of oxazolidin-2-ones and alkylamines. An in-depth study of the reaction conditions showed that the formation of these products was highly dependent on the solvent, copper catalyst and aniline substituents. The reaction can be oriented towards oxazolidinones in pyridine and alkylamines in ethanol, whereas cycloaddition can be achieved in dry tetrahydrofuran.< Réduire
Mots clés en anglais
ISOCYANATES
4-METHYLENE-2-OXAZOLIDINONES
ALCOHOLS
CLICK CHEMISTRY
CATALYZED CYCLIZATION
PROPARGYL CARBONATES
CONVENIENT SYNTHESIS
MILD CONDITIONS
AMINES
BOND
Origine
Importé de halUnités de recherche