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Full Paper
Copper-Catalyzed Trifluoromethylation of Aryl Iodides with Potassium (Trifluoromethyl)trimethoxyborate
Article first published online: 27 JAN 2011
DOI: 10.1002/chem.201002749
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Knauber, T., Arikan, F., Röschenthaler, G.-V. and Gooßen, L. J. (2011), Copper-Catalyzed Trifluoromethylation of Aryl Iodides with Potassium (Trifluoromethyl)trimethoxyborate. Chem. Eur. J., 17: 2689–2697. doi: 10.1002/chem.201002749
Publication History
- Issue published online: 17 FEB 2011
- Article first published online: 27 JAN 2011
- Manuscript Received: 24 SEP 2010
Funded by
- Deutsche Forschungsgemeinschaft
- NanoKat
Keywords:
- aryl iodide;
- boron;
- copper;
- synthetic methods;
- trifluoromethylation
Abstract
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 CuI/1,10-phenanthroline complex.