Difluoromethylation of Arylsulfonium Salts with TMSCF <sub>2</sub> H

A catalyst-free difluoromethylation of arylphenothiazinium salts with TMSCF<sub>2</sub>H in DMF in the presence of CsF is achieved. The reaction proceeded smoothly at room temperature to furnish the corresponding difluoromethylated products in good yield with excellent selectivity through the formation and ligand coupling of sulfurane intermediates. This protocol represents the first catalyst-free difluoromethylation of arylsulfonium salts, exhibiting features distinct from those of previously reported metallophotocatalytic fluoroalkylation.

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Publication Details

Journal
Organic Letters
Published
2026-01-07
DOI
https://doi.org/10.1021/acs.orglett.5c05385
Citations
1
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
27.80
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article

Difluoromethylation of Arylsulfonium Salts with TMSCF 2 H

Jun Yang, Cheng-Pan Zhang, Jia-Wei Song
1 citations
Organic Letters
Fluorine in Organic Chemistry
27.80
article

Difluoromethylation of Arylsulfonium Salts with TMSCF 2 H

Jun Yang, Cheng-Pan Zhang, Jia-Wei Song
article en
1 citations

Abstract

A catalyst-free difluoromethylation of arylphenothiazinium salts with TMSCF<sub>2</sub>H in DMF in the presence of CsF is achieved. The reaction proceeded smoothly at room temperature to furnish the corresponding difluoromethylated products in good yield with excellent selectivity through the formation and ligand coupling of sulfurane intermediates. This protocol represents the first catalyst-free difluoromethylation of arylsulfonium salts, exhibiting features distinct from those of previously reported metallophotocatalytic fluoroalkylation.

Organic LettersVol. 28(3)
Wuhan University of Technology (CN)
Clean water and sanitation
Openalex Percentile: Top 2%
Fluorine in Organic Chemistry
27.80
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