The Study Of The Iron-mediated Aminohalogenation And Aminoazidation Of Styrenes

Vicinal haloalkylamines are prominent scaffolds exist-ing in natural and synthetic molecules with significant biological importance.Meanwhile,such structures are versatile building blocks found wide utilities in organic synthesis.As a common synthetic raw material,olefins have abundant sources and are cheap and easy to obtain.The difunctionalization reaction of olefins can directly convert the starting materials into compounds containing multifunctional groups in one step,improving the efficiency of synthesis and atom economy.At the same time,with the development of chemistry and the progress of human civilization,how to develop more efficient and convenient,milder conditions and greener synthetic strategies has become the research interest and focus of many chemists.Based on the strategy of olefin difunctionalization,this paper has developed an efficient and rapid synthesis method that can be completed in only ten minutes.In the presence of Fe Cl₂,the reaction of N₃SO₂CF₃ and styrene quickly delivered aminochlorination products in exclusive regioselectivity.Moreover,a one-pot,formal aminoazidation reaction of styrenes was also developed by adding sodium azide in situ.The reaction conditions are mild,the operation is simple,the substrate compatibility is good,the atom economy of the reaction is good,and there is no by-product to be separated,and it can be applied to the later modification of complex molecules.In summary,we use commercially available styrenic compounds,ferrous chloride and sodium azide,and trifluoromethylsulfonyl azide as the amination reagent,which can realize the amine halogenation and amination of olefins.Nitriding reaction has good potential application value.