An efficient and mild protocol for the alpha-arylation of ketones mediated by an (imidazol-2-ylidene)palladium(acetate) system

R Singh, Steven Patrick Nolan

Research output: Other contribution

32 Citations (Scopus)

Abstract

The activity of well-defined N-heterocyclic carbene (NHC)-palladium acetate complexes has been studied in the alpha-arylation of ketones. The enolate was generated in situ via use of slight excess of sodium tert-butoxide as base. The results showed a high activity, allowing for the coupling of non-activated chlorides. The use of hindered substrates provided an avenue for convenient synthesis of various ketone derivatives. The first examples of alpha-arylation of ketones at room temperature mediated by an NHC-ligated catalyst are also presented. (c) 2005 Elsevier B.V. All rights reserved.

Original languageEnglish
Volume690
DOIs
Publication statusPublished - 1 Dec 2005

Keywords

  • arylation
  • ketones
  • arylchlorides
  • N-heterocyclic carbenes
  • palladium
  • N-HETEROCYCLIC-CARBENE
  • SILYL ENOL ETHERS
  • CATALYZED COUPLING REACTIONS
  • REGIOSELECTIVE ARYLATION
  • CARBONYL-COMPOUNDS
  • AEROBIC OXIDATION
  • ORGANIC-SYNTHESIS
  • BOND FORMATION
  • ARYL HALIDES
  • POTASSIUM 2,6-DI-T-BUTYLPHENOXIDE

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