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Electrochemical Synthesis of 2-Selenylnaphthalenes with Alkynyl Alkyl Alcohols and Diselenides

Zhouting Zeng, Peng Huang, Weishuang Li, Huaixin Wei, Wenke Wang, Huimei Zhong, Mingming Yu, Zi Yang, Jinhui Cai

2025The Journal of Organic Chemistry19 citationsDOI

Abstract

Herein, the facile synthesis of 2-selenylnaphthalene derivatives under mild conditions is accessible via electrocatalytic sequential selenylation/cyclization/aromatization of readily available starting material, which is successfully demonstrated. The potential synthetic utility of this method is demonstrated by its wide substrate scope, excellent functional group compatibility, high efficiency, metal-free, chemical-oxidant-free, easy operation, and easy scalability. The detailed mechanistic experiments indicate that this strategy possibly proceeds via a radical pathway.

Topics & Concepts

AromatizationCombinatorial chemistryElectrochemistryChemistryAlkylCompatibility (geochemistry)Substrate (aquarium)Scope (computer science)Organic chemistryMaterials scienceComputer scienceCatalysisElectrodeGeologyProgramming languagePhysical chemistryOceanographyComposite materialOrganoselenium and organotellurium chemistrySulfur-Based Synthesis TechniquesRadical Photochemical Reactions
Electrochemical Synthesis of 2-Selenylnaphthalenes with Alkynyl Alkyl Alcohols and Diselenides | Litcius