Synthesis of Imides, N-Acyl Vinylogous Carbamates and Ureas, and Nitriles by Oxidation of Amides and Amines with Dess-Martin Periodinane

Expanding our synthetic tool repertoire: The DMP‐mediated oxidation of a range of amide substrates has been demonstrated, affording the corresponding imides and N‐acyl vinylogous carbamates and ureas. Likewise, an array of benzylic and related amines have also been successfully converted into their...

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Veröffentlicht in:Angewandte Chemie International Edition 2005-09, Vol.44 (37), p.5992-5997
Hauptverfasser: Nicolaou, K. C., Mathison, Casey J. N.
Format: Artikel
Sprache:eng
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Zusammenfassung:Expanding our synthetic tool repertoire: The DMP‐mediated oxidation of a range of amide substrates has been demonstrated, affording the corresponding imides and N‐acyl vinylogous carbamates and ureas. Likewise, an array of benzylic and related amines have also been successfully converted into their nitrile counterparts (see scheme; DMP=Dess–Martin periodinane).
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200501853