A modular photoredox route towards sulfoximines

27 October 2023, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

We report a modular photoredox strategy for the synthesis of aryl vinyl sulfoximines from sulfinamide and vinyl halide starting materials. This strategy demonstrates a difunctionalization of sulfinamides to sulfoximine products with excellent configurational retention and stereoselective trans alkenes. Under mild redox conditions, we propose the generation of a nitrogen centered radical that is resonance stabilized by a sulfur radical partner, increasing overall radical lifetime. This strategy we disclose is thus well suited for vinyl halide radical capture, leading to sulfoximine products. This process also entails broad modularity about the alkene, arene, and acyl protecting group, providing synthetic chemists multiple functional handles allowing for further exploration into the physicochemical properties that have shown promise in recent studies.

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