Litcius/Paper detail

Ni-Catalyzed Electro-Reductive Cross-Electrophile Couplings of Alkyl Amine-Derived Radical Precursors with Aryl Iodides

Lars J. Wesenberg, Alessandra Sivo, Gianvito Vilé, Timothy Noël

2023The Journal of Organic Chemistry13 citationsDOIOpen Access PDF

Abstract

High Resolution Image Download MS PowerPoint Slide In recent years, the “Escape-from-Flatland” trend has prompted the synthetic community to develop a set of cross-coupling strategies to introduce sp 3 -carbon-based fragments in organic compounds. This study presents a novel nickel-catalyzed electrochemical methodology for reductive cross-electrophile coupling. The method enables C(sp 2 )–C(sp 3 ) linkages using inexpensive amine-derived radical precursors and aryl iodides. The use of electrochemistry as a power source reduces waste and avoids chemical reductants, making this approach a more sustainable alternative to traditional cross-coupling methods.

Topics & Concepts

ElectrophileArylAmine gas treatingAlkylElectrochemistryCatalysisCombinatorial chemistryChemistryCoupling reactionCoupling (piping)NickelReductive eliminationOrganic chemistryMaterials scienceElectrodePhysical chemistryMetallurgyRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques