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

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• 作者：Gianfranco Fontana^a ; Antonio Palumbo Piccionello ; ^a ; ^{apalumbo@unipa.it}
• 关键词：Aza-Claisen ; 1 ; 2 ; 4-Oxadiazoles ; 1 ; 2 ; 4-Oxadiazolones ; Palladium
• 刊名：Tetrahedron Letters
• 出版年：2011
• 出版时间：23 February 2011
• 年：2011
• 卷：52
• 期：8
• 页码：884-886
• 全文大小：432 K

文摘

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.