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Pd-Catalyzed Ring-Opening Defluorinative Arylation of gem-Difluorocyclopropanes with Arylsilanes
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作者:

Liu, Haidong
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Gannan Normal Univ, Dept Chem & Chem Engn, Ganzhou 341000, Jiangxi, Peoples R China Gannan Normal Univ, Dept Chem & Chem Engn, Ganzhou 341000, Jiangxi, Peoples R China

Li, Lin
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Gannan Normal Univ, Dept Chem & Chem Engn, Ganzhou 341000, Jiangxi, Peoples R China Gannan Normal Univ, Dept Chem & Chem Engn, Ganzhou 341000, Jiangxi, Peoples R China

Qian, Yupeng
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Gannan Normal Univ, Dept Chem & Chem Engn, Ganzhou 341000, Jiangxi, Peoples R China Gannan Normal Univ, Dept Chem & Chem Engn, Ganzhou 341000, Jiangxi, Peoples R China

Li, Siyuan
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Gannan Normal Univ, Dept Chem & Chem Engn, Ganzhou 341000, Jiangxi, Peoples R China Gannan Normal Univ, Dept Chem & Chem Engn, Ganzhou 341000, Jiangxi, Peoples R China

Jia, Xinjian
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Gannan Normal Univ, Dept Chem & Chem Engn, Ganzhou 341000, Jiangxi, Peoples R China Gannan Normal Univ, Dept Chem & Chem Engn, Ganzhou 341000, Jiangxi, Peoples R China

Luo, Haiqing
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Gannan Normal Univ, Dept Chem & Chem Engn, Ganzhou 341000, Jiangxi, Peoples R China Gannan Normal Univ, Dept Chem & Chem Engn, Ganzhou 341000, Jiangxi, Peoples R China
机构:
[1] Gannan Normal Univ, Dept Chem & Chem Engn, Ganzhou 341000, Jiangxi, Peoples R China
基金:
中国国家自然科学基金;
关键词:
arylation;
arylsilanes;
C-C bond insertion;
difluorocyclopropanes;
Pd-catalyzed;
CROSS-COUPLING REACTION;
C-H ARYLATION;
BUILDING-BLOCKS;
DIFLUORINATED CYCLOPROPANES;
ARYL SILANES;
PALLADIUM;
FLUORINE;
CONSTRUCTION;
ALLYLATION;
ACTIVATION;
D O I:
10.1002/adsc.202500298
中图分类号:
O69 [应用化学];
学科分类号:
081704 ;
摘要:
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 center dot 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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