Aminocarbonylation of 2-iodothiophene

High-yielding synthesis of thiophen-2-yl-glyoxylamides

Attila Takács, Andrea Petz, B. Jakab, L. Kollár

Research output: Contribution to journalArticle

Abstract

2-Iodothiophene has been aminocarbonylated with simple unfunctionalised amines as well as with amino acid esters as N-nucleophiles in the presence of palladium(0) catalysts formed in situ from palladium(II) acetate and triphenylphosphine. While at low carbon monoxide pressure conversions of synthetic interest have been obtained with simple amines only, at higher carbon monoxide pressure various ketocarboxamides, formed via double carbon monoxide insertion, have been isolated with good yields (up to 85%).

Original languageEnglish
Pages (from-to)590-594
Number of pages5
JournalLetters in Organic Chemistry
Volume4
Issue number8
DOIs
Publication statusPublished - Dec 2007

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Carbon Monoxide
Amines
Pressure
Nucleophiles
Palladium
Esters
Amino Acids
Catalysts

Keywords

  • Amino acid
  • Aminocarbonylation
  • Carbon monoxide
  • Iodoaromatics
  • Palladium
  • Thiophene

ASJC Scopus subject areas

  • Organic Chemistry
  • Biochemistry

Cite this

Aminocarbonylation of 2-iodothiophene : High-yielding synthesis of thiophen-2-yl-glyoxylamides. / Takács, Attila; Petz, Andrea; Jakab, B.; Kollár, L.

In: Letters in Organic Chemistry, Vol. 4, No. 8, 12.2007, p. 590-594.

Research output: Contribution to journalArticle

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