Rhoda‐Electrocatalyzed C−H Methylation and Paired Electrocatalyzed C−H Ethylation and Propylation
Krzysztof Kuciński, Hendrik Simon, Lutz Ackermann
Abstract
The use of electricity over traditional stoichiometric oxidants is a promising strategy for sustainable molecular assembly. Herein, we describe the rhoda-electrocatalyzed C-H activation/alkylation of several N-heteroarenes. This catalytic approach has been successfully applied to several arenes, including biologically relevant purines, diazepam, and amino acids. The versatile C-H alkylation featured water as a co-solvent and user-friendly trifluoroborates as alkylating agents. Finally, the rhoda-electrocatalysis with unsaturated organotrifluoroborates proceeded by paired electrolysis.
Topics & Concepts
AlkylationChemistryCombinatorial chemistryCatalysisElectrolysisElectrocatalystSolventMethylationEnvironmentally friendlyOrganic chemistryBiochemistryDNABiologyPhysical chemistryElectrolyteElectrochemistryElectrodeEcologyCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSulfur-Based Synthesis Techniques