Synthesis of 3-Fluoro-3-aryl Oxindoles: Direct Enantioselective a Arylation of Amides

by L. Wu, L. Falivene, E. Drinkel, S. Grant, A. Linden, L. Cavallo, R. Dorta
Year: 2012 ISSN: 14337851

Bibliography

Synthesis of 3-Fluoro-3-aryl Oxindoles: Direct Enantioselective a Arylation of Amides
L. Wu, L. Falivene, E. Drinkel, S. Grant, A. Linden, L. Cavallo, R. Dorta
Angew. Chem. Int. Ed. 51, 2870, (2012)

Abstract

 

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.

 

 10.1002/anie.201200206

Keywords

Asymmetric catalysis N-heterocyclic carbenes Oxindoles, Palladium Synthetic methods