N-酰基-2-恶唑烷酮脱羧异构化为2-恶唑啉
Decarboxylative isomerization of N-Acyl-2-oxazolidinones to 2-oxazolines.
作者信息
May Aaron E, Willoughby Patrick H, Hoye Thomas R
机构信息
Department of Chemistry, University of Minnesota, Minneapolis, Minnesota 55455, USA.
出版信息
J Org Chem. 2008 Apr 18;73(8):3292-4. doi: 10.1021/jo800076f. Epub 2008 Mar 18.
Abstract
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.
摘要
N-酰基-2-恶唑烷酮在碘化锂作用下发生开环反应，并在温和的质子源存在下脱羧。进一步与胺碱反应生成2-恶唑啉。该转化反应对于5位未被取代的恶唑烷酮具有普遍性，且在温和条件下（25 - 50摄氏度）发生。这些结果通过允许更低的温度和/或避免使用金属催化剂，对该转化反应的现有方法进行了补充。
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