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Electrochemical Regioselective C(<i>sp</i><sup>2</sup>)–H Selenylation and Sulfenylation of Substituted 2-Amino-1,4-naphthoquinones

Pintu Karmakar, Indrajit Karmakar, Debopam Pal, Suravi Das, Goutam Brahmachari

2023The Journal of Organic Chemistry39 citationsDOI

Abstract

A straightforward and efficient electrochemical method for regioselective C( sp 2 )–H selenylation and sulfenylation of substituted 2-amino-1,4-naphthoquinones has been unearthed. This oxidative cross -coupling reaction avoids using transition metal catalysts, oxidants, and high temperatures. The other notable advantages of this protocol are the tolerance of diverse functional groups, mild reaction conditions at ambient temperature, energy efficiency, good to excellent yields, short reaction times (in minutes), gram-scale applicability, and eco-friendliness.

Topics & Concepts

RegioselectivityChemistryElectrochemistryCombinatorial chemistryReaction conditionsMedicinal chemistryCatalysisOrganic chemistryPhysical chemistryElectrodeSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods
Electrochemical Regioselective C(<i>sp</i><sup>2</sup>)–H Selenylation and Sulfenylation of Substituted 2-Amino-1,4-naphthoquinones | Litcius