Trifluoromethylation Cyclization Of Olefinic Compounds

This dissertation mainly deals with the trifluoromethylation-cyclization of alkenes in the presence of Togni II reagent as trifluoromethylating reagent and comprises two parts:1)copper-catalyzed intramolecular carbotrifluoromethylation of ene-imines fortheconstructionof3-（2,2,2-trifluoro）ethylated4-amino-chromans;2)copper-catalyzed intramolecular carbotrifluoromethylation of ene-oximes.In the first part,ene-imines undergo an interesting copper-catalyzed intramolecular carbotrifluoromethylation reaction in the presence of Togni II upon heating at 40 ^oC in dichloromethane to give the corresponding 3-trifluoroethylated4-amino-chromans in moderate to good yields with excellent regioselectivity.In this reaction,using B₂pin₂and 4A MS as additive could improve the yield of expected products.A possible mechanism was proposed based on the experimental results.The carbotrifluoromethylation reaction of yne-imine was also studied and the yield of corresponding product was only 30%.In the second part,intramolecular carbotrifluoromethylation reaction of ene-oximes was achieved under copper catalysis under mild conditions.The product was obtained in 85%isolated yield in the presence of DABCO as additive.The reaction has excellent regioselectivity.Trifluoromethylation takes place at the terminal of olefin.