130754-17-5Relevant articles and documents
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 monofluoromethylation of aryl boronic acids
Su, Yi-Ming,Feng, Guang-Shou,Wang, Zhen-Yu,Lan, Quan,Wang, Xi-Sheng
supporting information, p. 6003 - 6007 (2015/05/13)
Aryl boronic acids can be monofluoromethylated under nickel catalysis. The utility of this method is demonstrated by the monofluoromethylation of a borylated and acyl-protected derivative of the statin drug ezetimibe. Mechanistic investigations indicate that a fluoromethyl radical is involved in the NiI/NiIII catalytic cycle.
Selective electrolytic fluorinations in 70% HF/30% pyridine
Lee, Sarah M.,Roseman, Jamie M.,Zartman, C. Blair,Morrison, Eamonn P.,Harrison, Sean J.,Stankiewicz, Corrie A.,Middleton
, p. 65 - 70 (2007/10/03)
The selective fluorination of compounds containing benzylic hydrogen atoms was accomplished by electrolysis in a mixture of 70% HF and 30% pyridine (Olah's reagent) using a square wave alternating current (1.76-2.75 V, 0.02-0.05 Hz) and Pt electrodes. This method can be used in the laboratory to prepare conveniently gram-size quantities of monofluorinated products. An ion radical mechanism has been proposed.