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Bench-stable Crystalline Fluoroalkylating Agents: S-(Fluoroalkyl)sulfonium Salts

 Sulfonium salts are useful reagents for fluoroalkylation. For example, the trifluoromethylating agent (Umemoto's Reagents II) [D5335] affords trifluoromethylated products from various substrates.1,2) The difluoromethylating agent [D5630] is suitable for metal-free photoredox-catalyzed difluorometylation.3) In addition, these reagents are bench-stable and easily handleable solid reagents.

D5335, D5630

Products

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Applications

 The sulfonium-type trifluoromethylating agent (Umemoto's Reagent) [D5335] generates a trifluoromethyl radical (·CF3) without a photo-catalyst under light irradiation, and the resultant ·CF3 readily trifluoromethylates various aromatic compounds.2)

Trifluoromethylation by D5335

Trifluoromethylation by D5335


The Sulfonium-type difluoromethylating agent [D5630] also generates in-situ a difluoromethyl radical (·CHF2) in the presence of a photo-cataylst (perylene) under blue LED irradiation. The radical species reacts with various alkenes to afford difluoromehylated products.3)

Difluoromethylation by D5630

Difluoromethylation by D5630

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References

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