High-yielding synthesis of 2-arylacrylamides via homogeneous catalytic aminocarbonylation of α-iodostyrene and α,α′-diiodo-1,4-divinylbenzene

Attila Takács, Roland Farkas, László Kollár

Research output: Contribution to journalArticle

21 Citations (Scopus)

Abstract

Highly reactive iodoalkenes (α-iodostyrene and α,α′-diiodo-1,4-divinylbenzene) were prepared and used as substrates in palladium-catalysed aminocarbonylation reaction. Regardless of the type of amine nucleophile the corresponding N-substituted phenylacrylamides have been formed chemoselectively in nearly quantitative yields. High isolated yields (up to 83%) have been achieved both with unfunctionalised simple amines and amino acid methyl esters under mild reaction conditions.

Original languageEnglish
Pages (from-to)61-66
Number of pages6
JournalTetrahedron
Volume64
Issue number1
DOIs
Publication statusPublished - Jan 1 2008

Keywords

  • Amino acid
  • Aminocarbonylation
  • Carbon monoxide
  • Palladium
  • α-Iodostyrene

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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