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Electrochemical Cross-Dehydrogenative Aromatization Protocol for the Synthesis of Aromatic Amines

Shaokun Tao, Shan‐Yong Chen, Mei‐Lin Feng, Jiaqi Xu, Maolin Yuan, Haiyan Fu, Ruixiang Li, Hua Chen, Xueli Zheng, Xiao‐Qi Yu

2022Organic Letters24 citationsDOI

Abstract

The introduction of amines onto aromatics without metal catalysts and chemical oxidants is synthetically challenging. Herein, we report the first example of an electrochemical cross-dehydrogenative aromatization (ECDA) reaction of saturated cyclohexanones and amines to construct anilines without additional metal catalysts and chemical oxidants. This reaction exhibits a broad scope of cyclohexanones including heterocyclic ketones, affording a variety of aromatic amines with various functionalities, and shows great potential in the synthesis of biologically active compounds.

Topics & Concepts

AromatizationChemistryCatalysisElectrochemistryCombinatorial chemistryOrganic chemistryPrimary (astronomy)ElectrodePhysicsAstronomyPhysical chemistryCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisCatalytic Cross-Coupling Reactions
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