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

Marcial Moreno-Mañas, Lurdes Morral, Roser Pleixats, Silvia Villarroya

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13 Citations (Scopus)

Abstract

Palladium-catalyzed reaction of acidic anilines with (Z)-2-butene-1,4- diyl dicarbonate affords N-aryl-4-vinyloxazolidin-2-ones. The success of the reaction depends on the acidity of the aniline and requires in situ conversion of the dicarbonate into carbamate carbonate by nucleophilic attack of the aniline conjugate base followed by palladium-catalyzed intramolecular cyclization.
Original languageEnglish
Pages (from-to)181-186
JournalEuropean Journal of Organic Chemistry
Issue number1
DOIs
Publication statusPublished - 1 Jan 1999

Keywords

  • Alkylation
  • Anilines
  • Homogeneous catalysis
  • Oxazolidinones
  • Palladium catalysis

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