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Oxidative Coupling of Diazo and NH 4 I: A Route to Primary Oxamates and α-Ketoamides

作者:Hanghang Wang, Yanwei Zhao, Yonggao Zheng, Shangwen Fang, Jingjing Li, Xiaobing Wan · 发表于:The Journal of Organic Chemistry · 年份:2020 · DOI:10.1021/acs.joc.9b02952 · 被引用次数:27 · 研究领域:Cyclopropane Reaction Mechanisms、Catalytic C–H Functionalization Methods、Catalytic Cross-Coupling Reactions

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 NH 4 I. 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.