Studies On The β,β-bifunctionalization Of Vinyl Azides Using Bifunctional Reagents And Visible Light

This thesis focuses on VL-catalyzed vinylazides as ATRA substrates,which react with a variety of bifunctional groups to obtain a variety ofβ-bifunctional N-unprotected amines.It mainly includes the following three parts:（1）Background review.It mainly includes two parts:1)vinylazides are used as precursors of 2H-acriproine and vinylnitrile for the synthesis of nitrogen-containing heterocycles such as pyrrole,indole,isoquinoline and imidazole;2)vinylazides are used as radical acceptors for the synthesis of nitrogen-containing heterocycles,carbonyls-,various unprotected amines.（2）The thiosulfonylation reaction of vinyl azide with thiosulfonate was carried out by Cu（dap）₂Cl as a photosensitizer under visible light irradiation.In this reaction,vinyl azide substrate was applied to atom transfer radical addition（ATRA）reaction,and a variety ofβ-difunctional N-unprotected amines were obtained by using thiosulfonates as bifunctional reagents.（c）Theβ,β-bifunctionalization of vinyl azides with other bifunctional reagents was investigated under visible light irradiation.Selenosulfonate can be successfully used for difunctional group of vinyl azides to obtainβ-selenyl-β-sulfoenamine.Trifluoromethyl thiosulfonate and N-nitrososulfonamide react with vinyl azides as bifunctional reagents to obtainβ-sulfonyl imide andβ-sulfonamide ketone.