Anodic Dehydrogenative Cyanamidation of Thioethers: Simple and Sustainable Synthesis of <i>N</i>‐Cyanosulfilimines
Martin Klein, Siegfried R. Waldvogel
Abstract
A novel and very simple to perform electrochemical approach for the synthesis of several N-cyanosulfilimines in good to excellent yields was established. This method provides access to biologically relevant sulfoximines by consecutive oxidation using electro-generated periodate. This route can be easily scaled-up to gram quantities. The S,N coupling is carried out at an inexpensive carbon anode by direct oxidation of sulfide. Therefore, the designed process is atom economic and represents a new "green route" for the synthesis of sulfilimines and sulfoximines.
Topics & Concepts
PeriodateAnodeElectrochemistrySimple (philosophy)SulfideCombinatorial chemistryAtom (system on chip)ChemistryCoupling (piping)Computer scienceMaterials scienceOrganic chemistryMetallurgyElectrodeEmbedded systemPhysical chemistryPhilosophyEpistemologySulfur-Based Synthesis TechniquesRadical Photochemical ReactionsSynthesis and Catalytic Reactions