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One-Pot Synthesis of α-Ketoamides from α-Keto Acids and Amines Using Ynamides as Coupling Reagents

Jianting Ma, Xuemin Cui, Junyu Xu, Yinfeng Tan, Yan Wang, Xuesong Wang, Youbin Li

2022The Journal of Organic Chemistry20 citationsDOI

Abstract

A one-pot strategy for α-keto amide bond formation have been developed by using ynamides as coupling reagents under extremely mild reaction conditions. Diversely structural α-ketoamides were afforded in up to 98% yield for 36 examples. This reaction features advantages such as practical coupling procedure, wide functional group tolerance, and extremely mild conditions and has potential applications in synthetic and medicinal chemistry.

Topics & Concepts

ChemistryReagentYield (engineering)AmideCoupling (piping)Functional groupCombinatorial chemistryCoupling reactionReaction conditionsOrganic chemistryCatalysisMechanical engineeringMetallurgyMaterials scienceEngineeringPolymerCatalytic Alkyne ReactionsCyclopropane Reaction MechanismsCatalytic C–H Functionalization Methods