24021-11-2Relevant articles and documents
ADDITION OF FLUORINE ANIONS ON ELECTROGENERATED CATIONS DESTABILIZED BY AN ELECTROATTRACTIVE GROUP
Laurent, E.,Marquet, B.,Tardivel, R.,Thiebault, H.
, p. 193 (1985)
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Nickel-Catalyzed Cross-Coupling of Ethyl Chlorofluoroacetate with Aryl Bromides
Li, Han,Sheng, Jie,Wu, Bing-Bing,Li, Yan,Wang, Xi-Sheng
supporting information, p. 1741 - 1744 (2021/06/01)
A combinatorial nickel-catalyzed monofluoroalkylation of aryl bromides with the industrial raw regent ethyl chlorofluoroacetate has been developed. The two key factors to successful conversion are the combination of nickel with readily available nitrogen and phosphine ligands and the using of a mixture of different solvents. Mechanistic investigations indicated a new zinc regent might generated in situ and be involved in the reaction process.
Nickel-Catalyzed Monofluoroalkylation of Arylsilanes via Hiyama Cross-Coupling
Wu, Yun,Zhang, Hao-Ran,Cao, Yi-Xuan,Lan, Quan,Wang, Xi-Sheng
supporting information, p. 5564 - 5567 (2016/11/17)
The first example of nickel-catalyzed monofluoroalkylation of arylsilanes has been developed with readily available fluoroalkyl halides. This novel transformation has demonstrated high reactivity, broad substrate scope, excellent functional group tolerance, and mild reaction conditions. The selective activation of a relatively inert C-Si bond for slow release of aryl carbanion is the key reason for reducing the amount of arylmetal species, which makes this method more promising for fluorine-containing modification of complex bioactive molecules. Mechanistic investigations indicate that a free fluoroalkyl radical is involved in this catalytic cycle.
