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Synthesis 2005(8): 1340-1344  
DOI: 10.1055/s-2005-865292
PAPER
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Novel 4-Functionalised Oxazolidin-2-ones

Khalid Widyan, Thomas Kurz*
Institute of Pharmacy, University of Hamburg, Bundesstrasse 45, 20146 Hamburg, Germany
Fax: +49(40)428386573; e-Mail: kurz@chemie.uni-hamburg.de;
Further Information

Publication History

Received 19 November 2004
Publication Date:
07 April 2005 (online)

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Abstract

The synthesis of O-substituted and O-unsubstituted 3-hydroxy-4-thioxo-oxazolidin-2-ones, functionalised 4-imino-oxazolidine-2-ones and 4-phenoxy-imino-oxazolidin-2-one starting from O-substituted and O-unsubstituted 3-hydroxy-4-imino-oxazolidin-2-ones is described. A one-pot protocol for the preparation of 4-methoxyimino-, 4-aralkoxyimino- and 4-phenoxyimino-oxazolidin-2-ones has been developed.

Key words

heterocycles - oxazolidin-2-ones - Dimroth rearrangement - thionation - ring closure

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