articleAccounts of Chemical ResearchJan 23, 2003Closed access

Palladium-Catalyzed α-Arylation of Carbonyl Compounds and Nitriles

Yale University

PubMed
Indexed incrossrefpubmed

Abstract

The palladium-catalyzed alpha-arylation of ketones has become a useful and general synthetic method. In this process, an enolate is generated from a ketone and base in the presence of an aryl halide, and a palladium catalyst couples this enolate with the aryl halide. With the advent of new catalysts composed of sterically hindered, electron-rich alkylphosphine and N-heterocyclic carbene ligands, this process now encompasses a broad range of enolates and related anions, including those derived from amides, esters, aldehydes, nitriles, malonates, cyanoesters, nitroalkanes, sulfones, and lactones. In the proposed mechanism for this reaction, the carbon-carbon bond of the product is formed by reductive elimination…

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932
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29.17
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100%
References
49
Citations per year

Authors

2

Topics & keywords

Keywords
  • Chemistry
  • Reductive elimination
  • Steric effects
  • Palladium
  • Aryl halide
  • Malonate
  • Catalysis
  • Carbene
UN Sustainable Development Goals
  • Clean water and sanitation
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