Studies On Aziridination And Ring-opening Reaction Of Alkenyl Imines

Objective: Searching for an efficient method to synthesize the CF3-containing aziridine and further study on its exploring their ring-opening reaction.To achieve synthesis of CF3-containing vicinal diamines,CF3-containing amino ethers and CF3-containing amino alcohols with high yield and high diastereoselective.Methods: Under alkaline conditions,sulfonium salt loss of proton generated sulfur ylide intermediate,which could be cyclized with imide to produce aziridine.Crude CF3-aziridines were obtained simply by filtration and concentration,and the subsequent ring-opening reaction proceeded smoothly to give nucleophiles.Finally synthesized CF3-containing vicinal diamines and CF3-containing amino ethers /alcohols respectively and discussed its spatial configuration.Conclusion: Aziridine was obtained by Johnson-Corey-Chaykovsky cylization reaction of Alkenyl imines.And successfully synthesized CF3-containing vicinal diamines,CF3-containing amino ethers /alcohols by using amines and alcohols,as nucleophilic reagents,to open the ring of aziridine.In this work,we obtained 13 new compounds CF3-containing vicinal diamines and 3 new compounds CF3-containing amino alcohols/ethers.Compared with the previously reported methods,this method possessed the advantages including: readily available raw materials,high yields and diastereoselective.