Photocatalytic S N 2′-Type Mono-, Di-, and Trifluoromethylation of gem -Dichlorocyclobutenones
Abstract
We report a metal-free photocatalytic S N 2′-type trifluoromethylation of both β-alkyl- and β-aryl- gem -dichlorocyclobutenones using commercially available sodium trifluoromethylsulfinate. This mild and scalable method enables efficient access to highly functionalized 4-trifluoromethylated α-chlorocyclobutenones, showcasing late-stage functionalization. The mild protocol can be readily extended to di- and monofluoromethylation using di- and monofluoromethylsulfinate, respectively. Mechanistic studies indicate a radical-mediated pathway, contrasting a conventional nucleophile-driven process.
Fields of Study & Subjects
Fluorine in Organic Chemistry
Radical Photochemical Reactions
Synthesis and Characterization of Pyrroles
Publication details
- Journal / source
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Volume
- 28
- Issue
- 9
- Pages
- 2935–2940
- Publication date
- 23 February 2026
- Language
- EN