A new palladium(II)-catalyzed [3,3] aza-Claisen rearrangement of 3-allyloxy-5-aryl-1,2,4-oxadiazoles

作者：Fontana Gianfranco; Piccionello Antonio Palumbo^*

来源：Tetrahedron Letters, 2011, 52(8): 884-886.

DOI：10.1016/j.tetlet.2010.12.058

• Aza-Claisen
• 1,2,4-Oxadiazoles
• 1,2,4-Oxadiazolones
• Palladium

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.

• 出版日期2011-2-23