Palladium catalysts for highly selective sonogashira reactions of aryl and heteroaryl bromides

Christian Torborg, Alexander Zapf, Matthias Beller

Research output: Contribution to journalArticlepeer-review

46 Scopus citations

Abstract

Palladium catalysts have been studied for the Sonogashira-Hagihara coupling of aryl and heteroaryl bromides with terminal alkynes. Among the different biarylphosphines tested, 2-(di-tert-butylphosphino)-N-phenylindole (cataCXium PIntb) allows the efficient coupling of both activated and deactivated (hetero)aryl bromides in the presence of sodium tetrachloropalladate in tetramethylethylenediamine (TMEDA) at 80 °C. The catalyst system gives high turnover numbers (up to 14 100) and shows a broad tolerance towards functional groups such as OH and NH2, as well as heterocycles.

Original languageEnglish
Pages (from-to)91-96
Number of pages6
JournalChemSusChem
Volume1
Issue number1-2
DOIs
StatePublished - 22 Feb 2008
Externally publishedYes

Keywords

  • Alkynes
  • Heterocycles
  • Homogeneous catalysis
  • Palladium
  • Phosphanes

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