Synthesis of α-Bromo Arylethyl Sulfonyl Fluorides and β-Arylethenesulfonyl Fluorides via Copper-Catalyzed Meerwein Arylation

A practical copper-catalyzed process for the synthesis of the β-arylethenesulfonyl fluorides is described. A series of α-bromo arylethyl sulfonyl fluorides was prepared via Meerwein reaction from arenediazonium tetrafluoroborates and ethenesulfonyl fluoride (ESF) under mild conditions. The following β-arylethenesulfonyl fluorides were further obtained through a β-elimination reaction. This protocol features excellent regio- and stereoselectivity and broad substrate scope.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-08-16
DOI
https://doi.org/10.1021/acs.joc.4c01002
Citations
3
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
0.75

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article

Synthesis of α-Bromo Arylethyl Sulfonyl Fluorides and β-Arylethenesulfonyl Fluorides via Copper-Catalyzed Meerwein Arylation

Eman Elsayed Fayad, Hua‐Li Qin, Xiang-Feng Tao, Ola A. Abu Ali et al.
3 citations
The Journal of Organic Chemistry
Sulfur-Based Synthesis Techniques
0.75
article

Synthesis of α-Bromo Arylethyl Sulfonyl Fluorides and β-Arylethenesulfonyl Fluorides via Copper-Catalyzed Meerwein Arylation

Eman Elsayed Fayad, Hua‐Li Qin, Xiang-Feng Tao, Ola A. Abu Ali, Mingjian Liu
article en
3 citations

Abstract

A practical copper-catalyzed process for the synthesis of the β-arylethenesulfonyl fluorides is described. A series of α-bromo arylethyl sulfonyl fluorides was prepared via Meerwein reaction from arenediazonium tetrafluoroborates and ethenesulfonyl fluoride (ESF) under mild conditions. The following β-arylethenesulfonyl fluorides were further obtained through a β-elimination reaction. This protocol features excellent regio- and stereoselectivity and broad substrate scope.

The Journal of Organic ChemistryVol. 89(18)
Taif University (SA), Wuhan University of Technology (CN), Wuhan University (CN)
National Natural Science Foundation of China, Taif University, Wuhan University of Technology
Openalex Percentile: Top 33%
Sulfur-Based Synthesis Techniques
0.75
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