Manganese(III)-based oxidation of 2,4-piperidinediones in the presence of alkenes
作者:Kentaro Asahi、Hiroshi Nishino
DOI:10.1016/j.tet.2005.09.029
日期:2005.11
ed aerobic oxidation of 2,4-piperidinediones was performed in the presence of alkenes at room temperature, producing 1-hydroxy-8-aza-2,3-dioxabicyclo[4.4.0]decan-7-ones in excellent yields. On the other hand, the 6-acetoxy-3-aza-7-oxabicyclo[4.3.0]nonan-2-ones were obtained by the oxidation of the 2,4-piperidinedione-3-carboxylates with manganese(III) acetate in the presence of alkenes at elevated
在室温下在烯烃存在下,进行锰(III)催化的2,4-哌啶二酮的有氧氧化,生成1-羟基-8-氮杂-2,3-二氧杂双环[4.4.0] decan-7-ones高产。另一方面,通过用乙酸锰(III)在2,4-哌啶二酮-3-羧酸酯中氧化2,4-乙酰氧基-3-氮杂-7-氧杂双环[4.3.0]壬南-2-酮而得到。在氩气气氛下,在高温下存在烯烃。使用脱羧的2,4-哌啶二酮进行的类似氧化产生了2,3,6,7-四氢呋喃[3,2 - c ]吡啶-4(5 H)-ones和/或2,3,6,7-四氢呋喃[ 2,3- b ]吡啶-4(5 H)-收益率高。还描述了氮杂双环过氧化物在乙酸或乙酸酐中的结构测定和分解反应,以及反应途径。