1234908-31-6Relevant articles and documents
Palladium-Catalyzed Monofluoroalkylation of Aryl Iodides and Aryl Bromides with Nucleophilic Ethyl 2-Fluoro-2-(trimethylsilyl)acetate
Fan, Shilu,Feng, Yi-Si,Liu, Yaomei,Xiao, Hua,Yan, Fangpei,Zheng, Chenggong,Zheng, Kaiting
supporting information, (2022/02/17)
A palladium-catalyzed monofluoroalkylation of aryl iodides and aryl bromides was developed using nucleophilic ethyl 2-fluoro-2-(trimethylsilyl)acetate as a monofluoroalkyl source. The transformation proceeded with excellent substrate scope to afford a range of monofluoroalkylated products in good yields under mild conditions, and it proved feasible in a gram-scale reaction. This protocol was successfully used in late-stage modification of an estrone derivative, providing a facile route for research on the discovery of biologically active compounds and high-performance materials. (Figure presented.).
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.