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  4. N,O- and N,S-ketene acetals as substrates for aza-Claisen rearrangement
 
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N,O- and N,S-ketene acetals as substrates for aza-Claisen rearrangement

Auteur(s)
Neuschutz, Klaus
Fernandez, Jimena
Simone, Jean-Mary
Neier, Reinhard 
Institut de chimie 
Date de parution
1998
In
ECHET98 Electron. Conf. Heterocycl. Chem.
De la page
414
A la page
421
Mots-clés
  • Claisen rearrangement (aza-
  • prepn. and aza-Claisen rearrangement of N
  • O-ketene acetals and N
  • S-ketene acetals)
  • Acetals Role: RCT (Reactant)
  • SPN (Synthetic preparation)
  • PREP (Preparation)
  • RACT (Reactant or reagent) (ketene
  • prepn. and aza-Claisen rearrangement of N
  • O-ketene acetals and N
  • S-ketene acetals)
  • ketene acetal prepn aza Claisen rearrangement
  • acylbenzamide prepn ketene acetal aza Claisen rearrangement
  • Claisen rearrangement...

  • prepn. and aza-Claise...

  • O-ketene acetals and ...

  • S-ketene acetals)

  • Acetals Role: RCT (Re...

  • SPN (Synthetic prepar...

  • PREP (Preparation)

  • RACT (Reactant or rea...

  • prepn. and aza-Claise...

  • O-ketene acetals and ...

  • S-ketene acetals)

  • ketene acetal prepn a...

  • acylbenzamide prepn k...

Résumé
N,O-ketene acetals and N,S-ketene with a benzoyl group on the nitrogen are more stable than ketene acetals with a benzyl group on the nitrogen. These compds. undergo an aza-Claisen rearrangement. Due to high temps. and long reaction times needed, yields from N,O-ketene acetals are poor. N,S-ketene acetals are more stable than N,O-acetals, and temp. requirements to effect rearrangement are even higher. Catalysis, though attempted, could not be achieved. [on SciFinder(R)]
Identifiants
https://libra.unine.ch/handle/123456789/21521
Type de publication
journal article
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