Study On Trifluoromethoxylation In The Difunctionalization Of Olefins

Fluorinated organic compounds are becoming increasingly important in pharmaceuticals,agrochemicals and materials science.The introduction of trifluoromethoxy groups into new drugs and agrochemicals has attracted much attention due to their strongly electron-withdrawing nature and high lipophilicity.However,it is difficult for their synthesis owing to the decomposition of trifluoromethoxide anion and ?-fluoride elimination from transitionmetal–trifluoromethoxide complexes.It is reported the asymmetric silver-catalysed intermolecular bromotrifluoromethoxylation of alkenes and combining photoredox & silver catalysis for azidotrifluoromethoxylation of styrenes.The asymmetric trifluoromethoxylated bifunctionalization of alkenes were developed.By using trifluoromethyl arylsulfonate(TFMS)as a new trifluoromethoxy reagent,DBDMH as bromine source electrophilically added to the double bond of alkenes,cinchona alkaloid was a chiral ligand,and at silver fluoride catalyzed conditions,this reaction can get good enantioselectivities.The reaction is operationally simple,mild conditions,functional group compatibility,and can be applied to the bromotrifluoromethoxylation of double bonds in natural products and natural product derivatives.The first example of an azidotrifluoromethoxylation of styrenes has been achieved by synergistic visible-light-mediated photoredox and silver catalysis.Trifluoromethyl arylsulfonate(TFMS)and the Zhdankin reagent were used as the trifluoromethoxylation reagent and azide source as a stable precursor of amines.The mild method is applicable to late-stage azidotrifluoromethoxyaltion of complex small molecules.the mechanistic investigations indicate the single-electron transfer.