4.6 Article

Copper-Catalyzed Trifluoromethylation of Aryl Iodides with Potassium (Trifluoromethyl)trimethoxyborate

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 17, Issue 9, Pages 2689-2697

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201002749

Keywords

aryl iodide; boron; copper; synthetic methods; trifluoromethylation

Funding

  1. Deutsche Forschungsgemeinschaft
  2. NanoKat

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Potassium (trifluoromethyl)trimethoxyborate is introduced as a new source of CF3 nucleophiles in copper-catalyzed trifluoromethylation reactions. The crystalline salt is stable on storage, easy to handle, and can be obtained in near-quantitative yields simply by mixing B(OMe)(3), CF3SiMe3, and KF. The trifluoromethylation reagent allows the conversion of various aryl iodides into the corresponding benzotrifluorides in high yields under mild, base-free conditions in the presence of catalytic quantities of a Cu-I/1,10-phenanthroline complex.

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