Oxidative Coupling of Diazo and NH<sub>4</sub>I: A Route to Primary Oxamates and α-Ketoamides
Hanghang Wang, Yanwei Zhao, Yonggao Zheng, Shangwen Fang, Jingjing Li, Xiaobing Wan
Abstract
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.
Topics & Concepts
DiazoChemistryScope (computer science)Substrate (aquarium)Primary (astronomy)Oxidative phosphorylationOxidative coupling of methaneCombinatorial chemistryCoupling (piping)SimplicityReaction conditionsOrganic chemistryCatalysisBiochemistryEpistemologyPhysicsPhilosophyComputer scienceMechanical engineeringAstronomyEngineeringGeologyOceanographyProgramming languageCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling Reactions