denitrogenation/oxidation reaction for the preparation of primary α-ketoamides was developed using α-azido ketones as a substrate and TEMPO as an oxidant. α-Azido ketones were denitrogenated in situ to form an imino ketone intermediate, which underwent a radical addition process and radical migration to form α-ketoamides. It is worth noting that the imino ketone intermediate is the key to this reaction.
以 α-叠氮基酮为底物,TEMPO 为氧化剂,开发了铜 (II) 促进的脱氮/氧化反应,用于制备初级 α-酮酰胺。α-叠氮基酮原位脱氮形成亚氨基酮中间体,其经过自由基加成过程和自由基迁移形成α-酮酰胺。值得注意的是,亚氨基酮中间体是该反应的关键。
A novel approach for the one-pot preparation of α-ketoamides by anodic oxidation
作者:Zhenlei Zhang、Jihu Su、Zhenggen Zha、Zhiyong Wang
DOI:10.1039/c3cc43685c
日期:——
The direct oxidative synthesis of α-ketoamides via anodic oxidation was developed by using dioxygen as a reactant under mild conditions. This methodology has a broad substrate scope (aromatic amines, aliphatic amines and ammonium acetate) and opens up an interesting and attractive avenue for the synthesis of α-ketoamide derivatives.