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Organocatalytic Cascade β-Functionalization/Aromatization of Pyrrolidines via Double Hydride Transfer

Lan Zhou, Xiao‐De An, Shuo Yang, Xian-Jiang Li, Chang‐Lun Shao, Qing Liu, Jian Xiao

2020Organic Letters41 citationsDOI

Abstract

An unprecedented cascade β-functionalization/aromatization reaction of N-arylpyrrolidines was established. A series of β-substituted arylpyrroles embedded with trifluoromethyl groups are provided directly from N-arylpyrrolidines. The deuterium-labeling experiments indicate that sequential double hydride transfer processes serve as the key steps in this transformation.

Topics & Concepts

AromatizationChemistrySurface modificationHydrideCascadeTrifluoromethylCombinatorial chemistryDeuteriumTransformation (genetics)Organic chemistryCatalysisHydrogenGenePhysicsPhysical chemistryAlkylBiochemistryChromatographyQuantum mechanicsCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisAsymmetric Synthesis and Catalysis
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