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

被引:0
作者
Liu, Haidong [1 ]
Li, Lin [1 ]
Qian, Yupeng [1 ]
Li, Siyuan [1 ]
Jia, Xinjian [1 ]
Luo, Haiqing [1 ]
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).
引用
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页数:6
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