We thank the National Institutes of Health (GM46059) for financial support of this project and for a postdoctoral fellowship to A.T.P. (F32M093532). The Varian 300 MHz and Bruker 400 MHz NMR spectrometers used in this work were supported by grants from the National Science Foundation (CHE-9808061 and DBI-9729592) and National Institutes of Health (1S10RR13886-01), respectively.
Iron(II)-Catalyzed Trifluoromethylation of Potassium Vinyltrifluoroborates†
Article first published online: 10 FEB 2012
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 51, Issue 12, pages 2947–2950, March 19, 2012
How to Cite
Parsons, A. T., Senecal, T. D. and Buchwald, S. L. (2012), Iron(II)-Catalyzed Trifluoromethylation of Potassium Vinyltrifluoroborates . Angew. Chem. Int. Ed., 51: 2947–2950. doi: 10.1002/anie.201108267
- Issue published online: 13 MAR 2012
- Article first published online: 10 FEB 2012
- Manuscript Received: 23 NOV 2011
- National Institutes of Health. Grant Number: GM46059
- National Science Foundation. Grant Numbers: CHE-9808061, DBI-9729592
- National Institutes of Health. Grant Number: 1S10RR13886-01
- homogeneous catalysis;
Exchanging BF3 by CF3: The title reaction proceeds under exceedingly mild reaction conditions and provides 2-arylvinyl- and 2-heteroarylvinyl-substituted substrates with E/Z selectivities of more than 95:5. Experimental observations suggest that the reaction does not proceed through a transmetalation of the RBF3K species to the iron catalyst.