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TfOH-Catalyzed N–H Insertion of α-Substituted-α-Diazoesters with Anilines Provides Access to Unnatural α-Amino Esters

Sha Hu, Jiale Wu, Zuolin Lu, Jiaqi Wang, Yuan Tao, Meifen Jiang, Fen‐Er Chen

2020The Journal of Organic Chemistry27 citationsDOI

Abstract

A time-economical TfOH-catalyzed N-H insertion between anilines and α-alkyl and α-aryl-α-diazoacetates provides a straightforward approach to access unnatural α-amino esters, which readily undergo various transformations and can thus be used for the synthesis of pharmaceutically relevant molecules. The α-amino esters were obtained in moderate to excellent yields.

Topics & Concepts

ChemistryCatalysisCombinatorial chemistryMedicinal chemistryOrganic chemistryCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions
TfOH-Catalyzed N–H Insertion of α-Substituted-α-Diazoesters with Anilines Provides Access to Unnatural α-Amino Esters | Litcius