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Mechanochemical Solvent‐Free Catalytic C−H Methylation

Shengjun Ni, Matic Hribersek, Swarna K. Baddigam, Fredric J. L. Ingner, Andreas Orthaber, Paul J. Gates, Lukasz T. Pilarski

2020Angewandte Chemie20 citationsDOIOpen Access PDF

Abstract

Abstract The mechanochemical, solvent‐free, highly regioselective, rhodium‐catalyzed C−H methylation of (hetero)arenes is reported. The reaction shows excellent functional‐group compatibility and is demonstrated to work for the late‐stage C−H methylation of biologically active compounds. The method requires no external heating and benefits from considerably shorter reaction times than previous solution‐based C−H methylation protocols. Additionally, the mechanochemical approach is shown to enable the efficient synthesis of organometallic complexes that are difficult to generate conventionally.

Topics & Concepts

MethylationCatalysisRegioselectivityChemistryRhodiumCombinatorial chemistrySolventCompatibility (geochemistry)Organic chemistryMaterials scienceBiochemistryGeneComposite materialCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsCatalytic Cross-Coupling Reactions
Mechanochemical Solvent‐Free Catalytic C−H Methylation | Litcius