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- Title
Hydrosulfonylation of Alkenes with Sulfonyl Chlorides under Visible Light Activation.
- Authors
Hell, Sandrine M.; Meyer, Claudio F.; Misale, Antonio; Sap, Jeroen B. I.; Christensen, Kirsten E.; Willis, Michael C.; Trabanco, Andrés A.; Gouverneur, Véronique
- Abstract
Sulfonyl chlorides are inexpensive reactants extensively explored for functionalization, but never considered for radical hydrosulfonylation of alkenes. Herein, we report that tris(trimethylsilyl)silane is an ideal hydrogen atom donor enabling highly effective photoredox‐catalyzed hydrosulfonylation of electron‐deficient alkenes with sulfonyl chlorides. To increase the generality of this transformation, polarity‐reversal catalysis (PRC) was successfully implemented for alkenes bearing alkyl substituents. This late‐stage functionalization method tolerates a remarkably wide range of functional groups, is operationally simple, scalable, and allows access to building blocks which are important for medicinal chemistry and drug discovery.
- Subjects
VISIBLE spectra; ALKENES; PHARMACEUTICAL chemistry; SULFONYL chlorides; HYDROGEN atom; FUNCTIONAL groups
- Publication
Angewandte Chemie, 2020, Vol 132, Issue 28, p11717
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.202004070