A new palladium(II)-catalyzed [3,3] aza-Claisen rearrangement of 3-allyloxy-5-aryl-1,2,4-oxadiazoles
- Authors: Fontana, G.; PALUMBO PICCIONELLO, A.
- Publication year: 2011
- Type: Articolo in rivista (Articolo in rivista)
- Key words: Aza-Claisen, 1,2,4-Oxadiazoles, 1,2,4-Oxadiazolones, Palladium
- OA Link: http://hdl.handle.net/10447/54621
Abstract
A new efficient palladium(II)-catalyzed [3,3] aza-Claisen, formal sigmatropic rearrangement of 3-allyloxy- 5-aryl-1,2,4-oxadiazoles was developed. The mechanism was studied by analyzing the regiochemical and stereochemical course of the reaction. The results obtained indicated the intervention of a cationic pallada-cycle similar to the one postulated for the Cope rearrangement of 1,5-dienes.