Chemodivergent Sulfenylation of Trifluoromethylalkenes: Controlled Synthesis of Fluorinated 1,3-Dithioethers and β-Trifluoromethyl Thioethers

A solvent-controlled divergent synthesis of fluorinated compounds has been developed. In this protocol, fluorinated 1,3-dithioethers could be obtained via sequential defluorinative sulfenylation of trifluoromethylalkenes in the presence of MeCN, while a different hydrosulfenylation path for the synthesis of β-trifluoromethyl thioethers is easily achieved by switching the solvent to the combination of EtOH and MeCN.

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Publication Details

Journal
Organic Letters
Published
2025-06-21
DOI
https://doi.org/10.1021/acs.orglett.5c02053
Citations
2
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
1.58

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article

Chemodivergent Sulfenylation of Trifluoromethylalkenes: Controlled Synthesis of Fluorinated 1,3-Dithioethers and β-Trifluoromethyl Thioethers

Minzhao Huang, Hai‐Yong Tu, Xing‐Guo Zhang, Xiaofang Song et al.
2 citations
Organic Letters
Fluorine in Organic Chemistry
1.58
article

Chemodivergent Sulfenylation of Trifluoromethylalkenes: Controlled Synthesis of Fluorinated 1,3-Dithioethers and β-Trifluoromethyl Thioethers

Minzhao Huang, Hai‐Yong Tu, Xing‐Guo Zhang, Xiaofang Song, Lin-Xi Xiao
article en
2 citations

Abstract

A solvent-controlled divergent synthesis of fluorinated compounds has been developed. In this protocol, fluorinated 1,3-dithioethers could be obtained via sequential defluorinative sulfenylation of trifluoromethylalkenes in the presence of MeCN, while a different hydrosulfenylation path for the synthesis of β-trifluoromethyl thioethers is easily achieved by switching the solvent to the combination of EtOH and MeCN.

Organic LettersVol. 27(26)
Wenzhou University (CN), Division of Materials Science and Engineering (AU), Wenzhou University of Technology
National Natural Science Foundation of China, Wenzhou Municipal Science and Technology Bureau
Clean water and sanitation
Openalex Percentile: Top 16%
Fluorine in Organic Chemistry
1.58
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