The rapid synthesis of oxazolines and their heterogeneous oxidation to oxazoles under flow conditions†
Steffen Glöckner,Duc N. Tran,Richard J. Ingham,Sabine Fenner,Zoe E. Wilson,Claudio Battilocchio,Steven V. Ley
Organic & Biomolecular Chemistry Pub Date : 10/28/2014 00:00:00 , DOI:10.1039/C4OB02105C
Abstract

A rapid flow synthesis of oxazolines and their oxidation to the corresponding oxazoles is reported. The oxazolines are prepared at room temperature in a stereospecific manner, with inversion of stereochemistry, from β-hydroxy amides using Deoxo-Fluor®. The corresponding oxazoles can then be obtained via a packed reactor containing commercial manganese dioxide.

Graphical abstract: The rapid synthesis of oxazolines and their heterogeneous oxidation to oxazoles under flow conditions