4.5 Article

Palladium-Catalyzed α-Ketone Arylation under Mild Conditions

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2011, Issue 8, Pages 1570-1574

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201001428

Keywords

Arylation; Ketones; Palladium; Carbene ligands

Funding

  1. Xuzhou Normal University [KY2008103, KY2008104, 09XLY02]
  2. Jiangsu Education Committee [08QLT001, 08QLD006]
  3. State Key Laboratory of Inorganic Synthesis and Preparative Chemistry at Jilin University [2009-06]
  4. Scientific Research Foundation (SRF) for the Returned Overseas Chinese Scholars (ROCS), State Education Ministry (SEM)
  5. National Natural Science Foundation of China (NSFC) [21071121]

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The alpha-arylation of ketones with aryl halides catalyzed by the easily prepared and air-stable palladium complex (SIPr)-Pd(Py)Cl-2 (3) is described. Complex 3 displays high activity for a variety of aryl halides (activated, unactivated, and sterically hindered aryl halides) under mild conditions. Moreover, both aryl and alkyl ketones can be arylated. The alpha-arylation of some alkyl ketones can even be run at room temperature. The mono- or diarylated products of the unhindered dialkyl ketone 3-pentanone could be controlled by temperature and the ratio of ketones to aryl halides.

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