Oxidation of Nitrobenzylic Carbanions with Dimethyldioxirane. New Synthesis of Quinomethanes and Nitrobenzylic Carbinols. First Examples of Methylation of Carbanions with Dimethyldioxirane
作者:Mieczysław Ma̧kosza、Waldemar Adam、Cong-Gui Zhao、Marek Surowiec
DOI:10.1021/jo010055z
日期:2001.7.1
The reaction of nitrobenzylic carbanions with dimethyldioxirane (DMD) results in oxidation at the carbanion center or at the nitronate center to give nitrobenzylic carbinols or quinomethanes, respectively. Minor amounts of the methylation products are also formed. Both of these processes were observed for carbanions of (p-nitroaryl)diarylmethanes. The outcome of the oxidation process is very sensitive
硝基苄基碳负离子与二甲基二环氧乙烷(DMD)的反应导致碳负离子中心或亚硝酸根中心发生氧化,分别生成硝基苄基甲醇或喹啉甲烷。也形成少量的甲基化产物。对(对硝基芳基)二芳基甲烷的碳负离子都观察到了这两个过程。氧化过程的结果对反应条件非常敏感。