Pd‐Catalyzed Ring‐Opening Defluorinative Arylation of <i>gem</i><i>‐</i>Difluorocyclopropanes with Arylsilanes

Herein, a Pd‐catalyzed ring‐opening defluorinative arylation of gem ‐difluorocyclopropanes with arylsilanes is presented, employing ethanol (EtOH) as a sustainable solvent. This methods enables a straightforward strategy for constructing monofluoro‐substituted alkenes using gem ‐difluorocyclopropanes as fluorine‐containing building blocks. In this reaction, environmentally friendly arylsilanes serve as the aryl sources, with Et3N•3HF acting as the activator for the CSi bond cleavage. This silicon‐based protocol demonstrates broad substrate scope and good stereoselectivity, yielding mainly Z ‐configured products ( Z/E ≥ 13:1).

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Publication Details

Journal
Advanced Synthesis & Catalysis
Published
2025-06-22
DOI
https://doi.org/10.1002/adsc.202500298
Citations
4
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
3.16

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article

Pd‐Catalyzed Ring‐Opening Defluorinative Arylation of gem‐Difluorocyclopropanes with Arylsilanes

Haiqing Luo, Xinjian Jia, Siyuan Li, Lin Li et al.
4 citations
Advanced Synthesis & Catalysis
Fluorine in Organic Chemistry
3.16
article

Pd‐Catalyzed Ring‐Opening Defluorinative Arylation of gem‐Difluorocyclopropanes with Arylsilanes

Haiqing Luo, Xinjian Jia, Siyuan Li, Lin Li, Haidong Liu, Yupeng Qian
article en
4 citations

Abstract

Herein, a Pd‐catalyzed ring‐opening defluorinative arylation of gem ‐difluorocyclopropanes with arylsilanes is presented, employing ethanol (EtOH) as a sustainable solvent. This methods enables a straightforward strategy for constructing monofluoro‐substituted alkenes using gem ‐difluorocyclopropanes as fluorine‐containing building blocks. In this reaction, environmentally friendly arylsilanes serve as the aryl sources, with Et3N•3HF acting as the activator for the CSi bond cleavage. This silicon‐based protocol demonstrates broad substrate scope and good stereoselectivity, yielding mainly Z ‐configured products ( Z/E ≥ 13:1).

Advanced Synthesis & CatalysisVol. 367(15)
Gannan Normal University (CN)
National Natural Science Foundation of China, Natural Science Foundation of Jiangxi Province, Gannan Normal University
Openalex Percentile: Top 8%
Fluorine in Organic Chemistry
3.16
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Pd‐Catalyzed Ring‐Opening Defluorinative Arylation of <i>gem</i><i>‐</i>Difluorocyclopropanes with Arylsilanes — Haiqing Luo, Xinjian Jia, et al. · Advanced Synthesis & Catalysis (2025) | TGRS Research Map | TGRS