75866-74-9Relevant academic research and scientific papers
Decarboxylative isomerization of N-Acyl-2-oxazolidinones to 2-oxazolines
May, Aaron E.,Willoughby, Patrick H.,Hoye, Thomas R.
, p. 3292 - 3294 (2008/09/20)
(Chemical Equation Presented) 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°C). These results complement the existing methods for this transformation by allowing lower temperatures and/or avoiding metal catalysts.
A mild, general preparation of N-acyl aziridines and 2-substituted 4(S)-benzyloxazolines
Bates, Gordon S.,Varelas, Michael A.
, p. 2562 - 2566 (2007/10/02)
The conversion of a wide range of carboxylic acids into their acyl imidazolides with subsequent addition of an aziridine rapidly gives a quantitative yield of the corresponding N-acyl aziridines.Iodide (or bromide) ion catalysed rearrangement of N-acyl 2(S)-benzylaziridines 1 to oxazolines 6 proceeds quantitatively.
