General and mild Ni0-catalyzed α-arylation of ketones using aryl chlorides

Jose Antonio Fernandez Salas, Enrico Marelli, David Bradford Cordes, Alexandra Martha Zoya Slawin, Steven Patrick Nolan

Research output: Contribution to journalArticlepeer-review

28 Citations (Scopus)

Abstract

A general methodology for the α-arylation of ketones using a nickel catalyst has been developed. The new well-defined [Ni(IPr*)(cin)Cl] (1c) pre-catalyst showed great efficiency for this transformation, allowing the coupling of a wide range of ketones, including acetophenone derivatives, with various functionalised aryl chlorides. This cinnamyl-based Ni(NHC) complex has demonstrated a different behaviour to previously reported NHC-Ni catalysts. Preliminary mechanistic studies suggest a Ni0/NiII catalytic cycle to be at play.

Original languageEnglish
Pages (from-to)3906-3909
Number of pages5
JournalChemistry - A European Journal
Volume21
Issue number10
Early online date21 Jan 2015
DOIs
Publication statusPublished - 2 Mar 2015

Keywords

  • Aryl chlorides
  • Cross-coupling reactions
  • Ketone arylation
  • N-heterocyclic carbenes
  • Nickel
  • Synthetic methods

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