Photocatalytic Alkene Hydrofunctionalization with Benzoic Esters of Fluorinated Alcohols Mediated by Tin(II) Chloride

A method for the hydrofluoroalkylation of alkenes with the benzoic ester of 3,3,3-trifluorolactate and bis(trifluoromethyl)-substituted alcohols is described. The reaction is performed with <i>N</i>-phenylphenothiazine photocatalyst and has high tolerance toward functional groups. A key feature of the method is the use of tin(II) chloride/toluenesulfonic acid as a stoichiometric reducing agent.

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Publication Details

Journal
Organic Letters
Published
2025-08-19
DOI
https://doi.org/10.1021/acs.orglett.5c03013
Citations
2
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
1.58
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article

Photocatalytic Alkene Hydrofunctionalization with Benzoic Esters of Fluorinated Alcohols Mediated by Tin(II) Chloride

Sergey S. Lunkov, Vitalij V. Levin, Alexander D. Dilman, Ekaterina V. Malakhova
2 citations
Organic Letters
Fluorine in Organic Chemistry
1.58
article

Photocatalytic Alkene Hydrofunctionalization with Benzoic Esters of Fluorinated Alcohols Mediated by Tin(II) Chloride

Sergey S. Lunkov, Vitalij V. Levin, Alexander D. Dilman, Ekaterina V. Malakhova
article en
2 citations

Abstract

A method for the hydrofluoroalkylation of alkenes with the benzoic ester of 3,3,3-trifluorolactate and bis(trifluoromethyl)-substituted alcohols is described. The reaction is performed with <i>N</i>-phenylphenothiazine photocatalyst and has high tolerance toward functional groups. A key feature of the method is the use of tin(II) chloride/toluenesulfonic acid as a stoichiometric reducing agent.

Organic LettersVol. 27(34)
D. Mendeleyev University of Chemical Technology of Russia (RU), N.D. Zelinsky Institute of Organic Chemistry (RU)
Clean water and sanitation
Openalex Percentile: Top 15%
Fluorine in Organic Chemistry
1.58
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