Palladium-catalyzed synthesis of N-aryloxazolidinones from aryl chlorides.
An efficient method for intermolecular N-arylation of oxazolidinones using Pd(2)dba(3) and various phosphine ligands in the presence of a weak base is reported. The conditions allow the use of cheaper aryl chlorides containing functionalities such as enolizable ketones, amides, etc., which would be incompatible with other coupling methods. The coupling reaction can be used to prepare enantiopure N-aryl beta-amino alcohols. Depending on the stereoelectronic nature of the aryl chloride, careful choice of ligand was necessary for the success of these reactions. [reaction: see text]
Ghosh
Arun
A
Process Research and Development, Pfizer Global Research and Development, Eastern Point Road, P.O. Box 8013, Groton, CT 06340-8013, USA. arun_ghosh@groton.pfizer.com
Sieser
Janice E
JE
Riou
Maxime
M
Cai
Weiling
W
Rivera-Ruiz
Luis
L