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

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

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...

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Bibliographic Details
Published in:Organic & biomolecular chemistry Vol. 13; no. 1; p. 207
Main Authors: Glöckner, Steffen, Tran, Duc N, Ingham, Richard J, Fenner, Sabine, Wilson, Zoe E, Battilocchio, Claudio, Ley, Steven V
Format: Journal Article
Language:English
Published: England 07-01-2015
Subjects:
Amides - chemistry
Chemistry Techniques, Synthetic
Kinetics
Manganese Compounds - chemistry
Oxazoles - chemical synthesis
Oxazoles - chemistry
Oxidation-Reduction
Oxides - chemistry
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Summary: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.
ISSN:1477-0539
DOI:10.1039/c4ob02105c