4.8 Article

Nickel-Catalyzed α-Arylation of Ketones with Phenol Derivatives

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 26, Pages 6791-6794

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201403823

Keywords

alpha-arylation; C-O activation; nickel; oxidative addition; synthetic methods

Funding

  1. JSPS [220GR049]
  2. MEXT [25105720, 25708005]
  3. JSPS
  4. World Premier International Research Center (WPI) Initiative (Japan)
  5. Grants-in-Aid for Scientific Research [25105720, 13J03280, 25708005] Funding Source: KAKEN

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The nickel-catalyzed alpha-arylation of ketones with readily available phenol derivatives (esters and carbamates) provides access to useful alpha-arylketones. For this transformation, 3,4-bis(dicyclohexylphosphino)thiophene (dcypt) was identified as a new, enabling, air-stable ligand for this transformation. The intermediate of an assumed C-O oxidative addition was isolated and characterized by X-ray crystal-structure analysis.

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