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Palladium-catalyzed alpha-arylation of arylketones at low catalyst loadings

(2014) CHEMISTRY-A EUROPEAN JOURNAL. 20(52). p.17272-17276
Author
Organization
Abstract
A general catalytic protocol for the alpha-arylation of aryl ketones has been developed. It involves the use of a preformed, bench-stable Pd-N-heterocyclic carbene pre-catalyst bearing IHept as an ancillary ligand, and allows the coupling of various functionalized coupling partners at very low catalyst loading. Careful choice of the solvent/base system was crucial to obtain optimum catalyst performance. The pre-catalyst was also successfully tested in the synthesis of an industrially relevant compound.
Keywords
catalysts, ketone arylation, monodentate ligands, NHC, palladium, CROSS-COUPLING REACTIONS, HETEROCYCLIC CARBENE LIGANDS, ORTHO-SUBSTITUTED BIARYLS, ARYL CHLORIDES, ADDRESSING CHALLENGES, REDUCTIVE ELIMINATION, SUZUKI-MIYAURA, KETONES, COMPLEXES, ACETONE

Citation

Please use this url to cite or link to this publication:

MLA
Marelli, Enrico, et al. “Palladium-Catalyzed Alpha-Arylation of Arylketones at Low Catalyst Loadings.” CHEMISTRY-A EUROPEAN JOURNAL, vol. 20, no. 52, 2014, pp. 17272–76.
APA
Marelli, E., Corpet, M., Davies, S. R., & Nolan, S. (2014). Palladium-catalyzed alpha-arylation of arylketones at low catalyst loadings. CHEMISTRY-A EUROPEAN JOURNAL, 20(52), 17272–17276.
Chicago author-date
Marelli, Enrico, Martin Corpet, Sian R Davies, and Steven Nolan. 2014. “Palladium-Catalyzed Alpha-Arylation of Arylketones at Low Catalyst Loadings.” CHEMISTRY-A EUROPEAN JOURNAL 20 (52): 17272–76.
Chicago author-date (all authors)
Marelli, Enrico, Martin Corpet, Sian R Davies, and Steven Nolan. 2014. “Palladium-Catalyzed Alpha-Arylation of Arylketones at Low Catalyst Loadings.” CHEMISTRY-A EUROPEAN JOURNAL 20 (52): 17272–17276.
Vancouver
1.
Marelli E, Corpet M, Davies SR, Nolan S. Palladium-catalyzed alpha-arylation of arylketones at low catalyst loadings. CHEMISTRY-A EUROPEAN JOURNAL. 2014;20(52):17272–6.
IEEE
[1]
E. Marelli, M. Corpet, S. R. Davies, and S. Nolan, “Palladium-catalyzed alpha-arylation of arylketones at low catalyst loadings,” CHEMISTRY-A EUROPEAN JOURNAL, vol. 20, no. 52, pp. 17272–17276, 2014.
@article{8168424,
  abstract     = {A general catalytic protocol for the alpha-arylation of aryl ketones has been developed. It involves the use of a preformed, bench-stable Pd-N-heterocyclic carbene pre-catalyst bearing IHept as an ancillary ligand, and allows the coupling of various functionalized coupling partners at very low catalyst loading. Careful choice of the solvent/base system was crucial to obtain optimum catalyst performance. The pre-catalyst was also successfully tested in the synthesis of an industrially relevant compound.},
  author       = {Marelli, Enrico and Corpet, Martin and Davies, Sian R and Nolan, Steven},
  issn         = {0947-6539},
  journal      = {CHEMISTRY-A EUROPEAN JOURNAL},
  keywords     = {catalysts,ketone arylation,monodentate ligands,NHC,palladium,CROSS-COUPLING REACTIONS,HETEROCYCLIC CARBENE LIGANDS,ORTHO-SUBSTITUTED BIARYLS,ARYL CHLORIDES,ADDRESSING CHALLENGES,REDUCTIVE ELIMINATION,SUZUKI-MIYAURA,KETONES,COMPLEXES,ACETONE},
  language     = {eng},
  number       = {52},
  pages        = {17272--17276},
  title        = {Palladium-catalyzed alpha-arylation of arylketones at low catalyst loadings},
  url          = {http://dx.doi.org/10.1002/chem.201404900},
  volume       = {20},
  year         = {2014},
}

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