Copper Catalyzed Trifluoromethylation Of Methyl Fluorosulfonyl Difluoroacetate And Trifluoroethyla-tion Of Phosphite Diester

As fluorine can significantly alter the pKa, lipophilicity, conformation, and metabolic stability of precursors, fluorine substituents have become a widespread drug component. With the development of fluorinating agents and new methods for the selective introduction of fluorine and fluorine-containing groups into organic -molecules, more and more fluorine-containing compounds will be widely applied to the fields such as pharmaceuticals,agrochemicals and organic materials. In this paper, copper catalyzed trifluoromethylation and trifluoroethylation were mainly studied.Part I: Cu-catalyzed/mediated trifluoromethylation reactions of Chen’s reagent were explored. The stable and inexpensive Chen’s reagent was used as a trifluoromethylating agent to successfully develop the catalyzed trifluoromethylation reaction of aromatic halides.Anhydrous copper chloride was used as the catalyst and a series of trifluoromethylated products were obtained in good yields. More importantly, the reaction is simple to operate,reaction time is short and this system is tolerant of a wide range of functional groups.Part II: Large scale technology of copper-mediated cross-coupling reactions of HCFC-123 with phosphorous acid dialkyl esters was researched. The reaction was conducted in autoclave.The discovery is helpful for the elimination of HCFC-123, which destroys the ozone layer.