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Updated: Jun 11, 2026

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
Electrochemical α-Arylation of Quinolinones with Site-Selective Dehydrogenative Coupling
Weili Chen1, Yukun Zeng1, Kejun Lin1
1School of Chemistry, Sun Yat-Sen University, Guangzhou 510275, China.
Abstract:
An electrochemical C(sp3)-H/C(sp2)-H cross-dehydrogenative coupling of quinolinones with aryl iodides enables the synthesis of o-iodoaryl quinolinones. This cascade process is initiated by HFIP-assisted anodic oxidation of iodobenzene, followed by I-O ligand exchange with quinolinone and a subsequent [3,3]-sigmatropic rearrangement of a hypervalent iodane intermediate. The reaction is clean and easy to scale up. This work provides new insights into electrochemical CDC reactions and offers a practical route to biologically relevant quinolinone derivatives.
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