Decarboxylative isomerization of N-acyl-2-oxazolidinones to 2-oxazolines

被引：12
|
作者：
May, Aaron E. [1 ]
Willoughby, Patrick H. [1 ]
Hoye, Thomas R. [1 ]
机构：
[1] Univ Minnesota, Dept Chem, Minneapolis, MN 55455 USA
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 73卷 / 08期
关键词：
D O I：
10.1021/jo800076f
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
N-Acyl-2-oxazolidinones are ring-opened by lithium iodide and decarboxylated in the presence of a mild proton source. Further reaction with an amine base provides 2-oxazolines. The transformation is general for oxazolidinones unsubstituted in the 5 position and occurs under mild conditions (25-50 degrees C). These results complement the existing methods for this transformation by allowing lower temperatures and/or avoiding metal catalysts.
引用
收藏
页码：3292 / 3294
页数：3
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