Electrocatalytic Formal C(sp<sup>2</sup>)−H Alkylations via Nickel‐Catalyzed Cross‐Electrophile Coupling with Versatile Arylsulfonium Salts
Takuya Michiyuki, Simon L. Homölle, Neeraj Kumar Pandit, Lutz Ackermann
Abstract
Abstract Producing sp 3 ‐hybridized carbon‐enriched molecules is of particular interest due to their high success rate in clinical trials. The installation of aliphatic chains onto aromatic scaffolds was accomplished by nickel‐catalyzed C(sp 2 )−C(sp 3 ) cross‐electrophile coupling with arylsulfonium salts. Thus, simple non‐prefunctionalized arenes could be alkylated through the formation of aryldibenzothiophenium salts. The reaction employs an electrochemical approach to avoid potentially hazardous chemical redox agents, and importantly, the one‐pot alkylation proved also viable, highlighting the robustness of our approach.
Topics & Concepts
ElectrophileNickelCatalysisCoupling (piping)ChemistryCombinatorial chemistryAlkylationOrganic chemistryMaterials scienceMetallurgyCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSulfur-Based Synthesis Techniques