Copper-catalyzed cyanation of heteroaryl bromides: A novel and versatile catalyst system inspired by nature

Thomas Schareina, Alexander Zapf, Wolfgang Mägerlein, Nikolaus Müller, Matthias Beller

Research output: Contribution to journalArticlepeer-review

60 Scopus citations

Abstract

An improved copper catalyst system for the cyanation of heteroaryl halides leading to substituted heteroaryl nitriles is described. The catalyst system consists of simple CuI and N-alkylimidazoles, and mimics known Cu-containing metalloproteins. It is stable, commercially available, cheap and easily tunable. By using inexpensive and non-toxic K4[Fe(CN)6] and the novel Cu catalysts we were able to cyanate both activated and non-activated heteroarenes with high yield and selectivity. The generality of the procedure is demonstrated by a variety of different examples, some of which did not react under other known methods.

Original languageEnglish
Pages (from-to)555-558
Number of pages4
JournalSynlett
Issue number4
DOIs
StatePublished - 1 Mar 2007
Externally publishedYes

Keywords

  • Copper
  • Coupling
  • Cyanation
  • Heterocycles
  • Nitriles

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