Cu(I)-Catalyzed Radical Coupling of Alkenes with Sulfonimidoyl Chlorides: Synthesis of Vinyl Sulfoximines
Abstract
A Cu(I)-catalyzed radical coupling was reported for the synthesis of vinyl sulfoximines from sulfonimidoyl chlorides and alkenes under mild, light-free conditions. This method proceeds via a sulfonimidoyl radical intermediate, generated through Cu(I) reduction, and demonstrates broad substrate tolerance, delivering products in up to 84% yield. The transformation could also be efficiently conducted in a practical one-pot manner by generating the sulfonimidoyl chloride in situ from the S(IV) sulfonamide. Moreover, the addition of t BuOCl further improved the yields of vinyl sulfoximines for several substrates. Mechanistic studies support a radical pathway involving this key sulfonimidoyl radical species.
Fields of Study & Subjects
Synthesis and Catalytic Reactions
Radical Photochemical Reactions
Catalytic C–H Functionalization Methods
Publication details
- Journal / source
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Volume
- 28
- Issue
- 7
- Pages
- 2312–2317
- Publication date
- 9 February 2026
- Language
- EN