1234908-31-6Relevant academic research and scientific papers
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.).
Synthesis of 18F-difluoromethylarenes using aryl boronic acids, ethyl bromofluoroacetate and [18F]fluoride
Sap, Jeroen B. I.,Wilson, Thomas C.,Kee, Choon Wee,Straathof, Natan J.W.,Ende, Christopher W.am,Mukherjee, Paramita,Zhang, Lei,Genicot, Christophe,Gouverneur, Véronique
, p. 3237 - 3241 (2019/03/21)
Herein, we report the radiosynthesis of 18F-difluoromethylarenes via the assembly of three components, a boron reagent, ethyl bromofluoroacetate, and cyclotron-produced non-carrier added [18F]fluoride. The two key steps are a copper-catalysed cross-coupling reaction, and a Mn-mediated 18F-fluorodecarboxylation.
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.
Palladium-catalyzed cross-coupling of ethyl α-bromo-α- fluoroacetate with arylboronic acids: Facile synthesis of α-aryl-α- fluoroacetate
Guo, Chen,Yue, Xuyi,Qing, Feng-Ling
experimental part, p. 1837 - 1844 (2010/08/19)
Palladium-catalyzed Suzuki-Miyaura coupling reactions of ethyl α-bromo-α-fluoroacetate with various structurally diverse arylboronic acids using a phosphine ligand proceeded smoothly to afford α-aryl-α-fluoroacetate in moderate to good yields. This method provides a practical and efficient route to diverse α-monofluorinated α-arylcarbonyl compounds. Georg Thieme Verlag Stuttgart New York.
