Support from the Swiss National Science Foundation (LW) is gratefully acknowledged.
Synthesis of 3-Fluoro-3-aryl Oxindoles: Direct Enantioselective α Arylation of Amides†
Article first published online: 6 FEB 2012
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 51, Issue 12, pages 2870–2873, March 19, 2012
How to Cite
Wu, L., Falivene, L., Drinkel, E., Grant, S., Linden, A., Cavallo, L. and Dorta, R. (2012), Synthesis of 3-Fluoro-3-aryl Oxindoles: Direct Enantioselective α Arylation of Amides . Angew. Chem. Int. Ed., 51: 2870–2873. doi: 10.1002/anie.201200206
- Issue published online: 13 MAR 2012
- Article first published online: 6 FEB 2012
- Manuscript Received: 10 JAN 2012
- Swiss National Science Foundation
- asymmetric catalysis;
- N-heterocyclic carbenes;
- synthetic methods
Modus operandi: Catalytic access to the title compounds through a new asymmetric α-arylation protocol is reported (see scheme). These products are formed in good yields and excellent enantioselectivities by using a new and easily synthesized chiral N-heterocyclic carbene (NHC) ligand. Advanced DFT calculations reveal the properties of the NHC ligand and the mode of operation of the catalyst.