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Reaction of Donor–Acceptor α-Diazo Esters and <i>N</i>,<i>N</i>-Dimethylformamide/γ-Lactams To Generate α-Amino-α-aroylethanoates

Xiaonan Mu, Yulong Niu, Minhui Guan, Hao Chen, Chuan‐Ying Li, Lei Wang

2025Organic Letters12 citationsDOI

Abstract

Herein, we present a metal-free, concise, and efficient protocol for the intermolecular reaction of amides (lactams) with donor–acceptor α-diazo esters to afford the functionalized α-amino-α-aroylethanoates. N -Methyl-2-pyrrolidone (NMP) and N, N -dimethylformamide (DMF) are employed as both reagents and solvents, allowing for the incorporation of all units into the products. The reaction is processed by the ester group migration and compatible with a broad range of substrates up to 50 examples.

Topics & Concepts

ChemistryDiazoIntermolecular forceAcceptorReagentDimethylformamideCombinatorial chemistryReaction conditionsMedicinal chemistryOrganic chemistryStereochemistryMoleculeCatalysisSolventCondensed matter physicsPhysicsCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions
Reaction of Donor–Acceptor α-Diazo Esters and <i>N</i>,<i>N</i>-Dimethylformamide/γ-Lactams To Generate α-Amino-α-aroylethanoates | Litcius