4.8 Article

Palladium-Catalyzed Catellani ortho-Acylation Reaction: An Efficient and Regiospecific Synthesis of Diaryl Ketones

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 43, Pages 12669-12672

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201506446

Keywords

acylation; arenes; cross-coupling; palladium; reaction mechanisms

Funding

  1. 973 project from the MOST of China [2015CB856600]
  2. NSFC [21272221, 21472179]
  3. Recruitment Program of Global Experts
  4. Fundamental Research Funds for the Central Universities [WK 2060190028, 2060190026]

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A palladium-catalyzed, norbornene-mediated Catellani ortho-acylation reaction was developed by the use of either acyl chlorides or acid anhydrides as acylation reagents. The addition of more than a stoichiometric amount of H2O is crucial for this transformation when acid chlorides are used, and kinetic studies indicate that the active acylation reagent is possibly an acid anhydride.

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