Palladium-catalyzed synthesis of N-aryloxazolidinones from aryl chlorides

被引:64
作者
Ghosh, A [1 ]
Sieser, JE [1 ]
Riou, M [1 ]
Cai, WL [1 ]
Rivera-Ruiz, L [1 ]
机构
[1] Pfizer Inc, Global Res & Dev, Proc Res & Dev, Groton, CT 06340 USA
关键词
D O I
10.1021/ol034428p
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:2207 / 2210
页数:4
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