Efficient carbonylation of aryl and heteroaryl bromides using a palladium/diadamantylbutylphosphine catalyst

Helfried Neumann, Anne Brennführer, Peter Groß, Thomas Riermeier, Juan Almena, Matthias Beller

Research output: Contribution to journalArticlepeer-review

95 Scopus citations

Abstract

A general palladium-catalyzed alkoxycarbonylation of aryl and heteroaryl bromides has been developed in the presence of bulky monodentate phosphines. Studies of the butoxycarbonylation of three model substrates revealed the advantages of di-1-adamantyl-n-butylphosphine compared to other ligands. In the presence of this catalyst system various bromoarenes provided the corresponding benzoic acid derivatives (ester, amides, acids) in excellent yield at low catalyst loadings (0.5 mol% Pd or below).

Original languageEnglish
Pages (from-to)1255-1261
Number of pages7
JournalAdvanced Synthesis and Catalysis
Volume348
Issue number10-11
DOIs
StatePublished - Jul 2006
Externally publishedYes

Keywords

  • Alkoxycarbonylation
  • Aryl halides
  • Benzoic acid esters
  • Carbonylation
  • Monodentate ligands

Fingerprint

Dive into the research topics of 'Efficient carbonylation of aryl and heteroaryl bromides using a palladium/diadamantylbutylphosphine catalyst'. Together they form a unique fingerprint.

Cite this