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Updated: Jan 17, 2026

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Light-Mediated Ring-Opening Functionalization of Epoxides via a Fluorinated Thiolate Mediator
Artem G Savchenko1,2, Mikhail O Zubkov1, Vitalij V Levin1
1N. D. Zelinsky Institute of Organic Chemistry, Leninsky Prosp. 47, 119991 Moscow, Russian Federation.
None:
A metal-free approach to the regioselective radical ring-opening of epoxides is described. The method involves nucleophilic opening of the epoxide with a redox-active perfluorinated thiol and subsequent single-electron reduction under blue light irradiation in the presence of a stoichiometric reductant or a photocatalyst. The approach is complementary to the titanium-catalyzed processes, allows radical addition to both electron-deficient and -rich alkenes, and is also applicable to the functionalization of aziridines and bicyclobutanes.
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