4.8 Article

Transition-Metal-Free -Arylation of Enolizable Aryl Ketones and Mechanistic Evidence for a Radical Process

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 36, Pages 10587-10591

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201502332

Keywords

arylation; CC coupling; ketones; reaction mechanisms

Funding

  1. NSERC
  2. FQRNT
  3. CGCC
  4. CNRS
  5. ANR [CD2I]

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The -arylation of enolizable aryl ketones can be carried out with aryl halides under transition-metal-free conditions using KOtBu in DMF. The -aryl ketones thus obtained can be used for step- and cost-economic syntheses of fused heterocycles and Tamoxifen. Mechanistic studies demonstrate the synergetic role of base and solvent for the initiation of the radical process.

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