Photocatalytic Copper-Promoted Heptafluoroisopropylation of Arylsulfonium Salts with AgCF(CF <sub>3</sub> ) <sub>2</sub>

A copper-promoted synthesis of heptafluoroisopropylarenes through visible-light-induced coupling of arylsulfonium salts with AgCF(CF<sub>3</sub>)<sub>2</sub> is presented. The reaction, conducted at room temperature under 420 nm LED irradiation, efficiently converted different types of arylsulfonium salts to the corresponding heptafluoroisopropylarenes in good yields, taming the light-sensitive silver reagent while exhibiting broad functional group tolerance and excellent chemoselectivity. This protocol was also feasible for the introduction of the CF(CF<sub>3</sub>)<sub>2</sub> moiety into drug molecules, supplying an advantageous method for late-stage molecular functionalization.

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Publication Details

Journal
Organic Letters
Published
2026-01-30
DOI
https://doi.org/10.1021/acs.orglett.6c00007
Primary Topic
Fluorine in Organic Chemistry
Type
article
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article

Photocatalytic Copper-Promoted Heptafluoroisopropylation of Arylsulfonium Salts with AgCF(CF 3 ) 2

Jianhua Zhang, Jiang-Yu Li
Organic Letters
Fluorine in Organic Chemistry
article

Photocatalytic Copper-Promoted Heptafluoroisopropylation of Arylsulfonium Salts with AgCF(CF 3 ) 2

Jianhua Zhang, Jiang-Yu Li
article en

Abstract

A copper-promoted synthesis of heptafluoroisopropylarenes through visible-light-induced coupling of arylsulfonium salts with AgCF(CF<sub>3</sub>)<sub>2</sub> is presented. The reaction, conducted at room temperature under 420 nm LED irradiation, efficiently converted different types of arylsulfonium salts to the corresponding heptafluoroisopropylarenes in good yields, taming the light-sensitive silver reagent while exhibiting broad functional group tolerance and excellent chemoselectivity. This protocol was also feasible for the introduction of the CF(CF<sub>3</sub>)<sub>2</sub> moiety into drug molecules, supplying an advantageous method for late-stage molecular functionalization.

Organic LettersVol. 28(6)
Wuhan University of Technology (CN)
Openalex Percentile: Top 73%
Fluorine in Organic Chemistry
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