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Iodine Anion Catalyzed Cross-Dehydrogenative Aromatization for Access to Aromatic Amines

Yan Shi, Yi Cui, Xiaoli Huang, Yuhai Tang, Jiao Jiao, Yang Li

2023The Journal of Organic Chemistry10 citationsDOI

Abstract

A highly efficient iodine anion catalyzed cross-dehydrogenative aromatization of cyclohexenones with amines has been developed under metal-free conditions, which affords aromatic amines in good to excellent yields with a broad substrate scope. Meanwhile, this reaction provides a new method for the construction of C(sp 2 )–N bonds and also a new strategy for slow generation of oxidants or electrophiles via in situ dehalogenation. Moreover, this protocol affords a rapid and concise approach to chiral NOBIN derivatives.

Topics & Concepts

AromatizationElectrophileChemistryCatalysisSubstrate (aquarium)IodineCombinatorial chemistryHalogenationOrganic chemistryGeologyOceanographyCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisMetal-Organic Frameworks: Synthesis and Applications
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