69374-79-4Relevant articles and documents
Oxidative Coupling of Diazo and NH4I: A Route to Primary Oxamates and α-Ketoamides
Fang, Shangwen,Li, Jingjing,Wan, Xiaobing,Wang, Hanghang,Zhao, Yanwei,Zheng, Yonggao
supporting information, p. 3050 - 3058 (2020/03/23)
A simple and efficient method has been developed for the preparation of primary oxamates and α-ketoamides through the oxidative coupling of diazo compounds and NH4I. Under the optimized reaction conditions, a range of diazoesters and α-diazoketones was explored, and the corresponding products were obtained in moderate to good yields. This protocol is metal-free, is performed under mild conditions, has a wide substrate scope, and offers operational simplicity.
Copper(II)-Mediated Aerobic Oxidation of Benzylimidates: Synthesis of Primary α-Ketoamides
Kumar, Yogesh,Shaw, Mukta,Thakur, Rima,Kumar, Amit
, p. 6617 - 6625 (2016/08/16)
A simple and straightforward method for the synthesis of primary α-ketoamides has been discovered. The reaction represents the first example of benzylimidates directly converting to primary α-ketoamides by using sustainable molecular oxygen as an oxidant. This reaction proceeds in the presence of copper(II) salt via cleavage of benzylic C-H and C-O bonds of the benzylimidates with liberation of alcohols as the only byproduct. A wide substrate scope, operationally mild conditions, the use of single substrates, and a reaction scaled up to grams make this strategy very attractive and practical. Furthermore, mechanistic studies illustrate that the imidate group adjacent to the benzylic position plays crucial role in facilitating this chemical process.
A novel approach for the one-pot preparation of α-ketoamides by anodic oxidation
Zhang, Zhenlei,Su, Jihu,Zha, Zhenggen,Wang, Zhiyong
supporting information, p. 8982 - 8984 (2013/09/24)
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.