Anodic dehydrogenative cyanamidation of thioethers : simple and sustainable synthesis of N-cyanosulfilimines

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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.

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Angewandte Chemie : international edition, 60, 43, Wiley-VCH, Weinheim, 2021, https://doi.org/10.1002/anie.202109033

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