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Solvent‐Regulated Electrochemical Selenylation and Deuteration of Alkynyl Aryl Ketones: Chemoselective Synthesis of 3‐Selenylated Chromones and Deutero‐Selenylated Chalcones

Balati Hasimujiang, Juyu Zhu, Wenyan Xu, Hui Wang, Xinwei Hu, Zhixiong Ruan

2023Advanced Synthesis & Catalysis30 citationsDOIOpen Access PDF

Abstract

Abstract We have developed an electrochemical reaction for the synthesis of 3‐selenylchromones and deutero‐selenylated chalcones of alkynyl aryl ketones. This method is free from metal catalysts and oxidants, and is regulated by solvents. The reaction conditions are mild, and a wide range of substrates can be employed to produce selenylated chromones and deutero‐selenylated chalcones, displaying potential anti‐inflammatory activities. Furthermore, we have demonstrated the applicability of this approach for the late‐stage deutero‐selenylation of the drug molecule, metochalcone.

Topics & Concepts

ChemistryArylElectrochemistrySolventCatalysisCombinatorial chemistryOrganic chemistryPhysical chemistryElectrodeAlkylSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsOrganoselenium and organotellurium chemistry
Solvent‐Regulated Electrochemical Selenylation and Deuteration of Alkynyl Aryl Ketones: Chemoselective Synthesis of 3‐Selenylated Chromones and Deutero‐Selenylated Chalcones | Litcius