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N,O- and N,S-ketene acetals as substrates for aza-Claisen rearrangement
Auteur(s)
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
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
Type de publication
journal article