Visible-Light-induced Organic Reaction Involving N-alkoxyamides

Nitrogen-containing compounds are importance organic compounds,widely existing in natural products,commercial drugs,materials molecules,and synthetic intermediates.Therefore,the synthesis of nitrogen-containing molecules has been the focus of chemists,and the reaction of nitrogen-centered radicals(NCRs)as synthetic free radical-initiated functionalized nitrogen-containing molecules has been developed.In recent years,visible-light-promoted organic synthesis reactions have been reported.Among the processes developed,cheap photocatalysts processes have been receiving moreattention.ThispapermainlydescribesthephotocatalystDDQ(2,3-dichloro-5,6-dicyano-p-benzoquinone)promotes the reaction of N-alkoxyamides with enol ether and simple ether compound under visible light,as follows:1.Under the conditions of DDQ as photocatalyst,the N-alkoxyamide and the enol ether synthesize the corresponding N-alkylated product.Nitrogen-centered radicals(NCRs)mediated amination of enol ethers has been developed under visible-light irradiation and metal-free conditions.The reaction has a wide range of substrates,high regioselectivity,and atom economy,which is a simple and effective method for synthesizing N-substituted tetrahydrofurans.2.N-alkoxyamide and tetrahydrofuran were used as reactants,DDQ was used as initiator,and 1,2-dichloroethane was used as solvent.The amination reaction of the nitrogen radical intermediate was achieved by reacting at room temperature for 20 h.The reaction achieved cross dehydrogenative coupling(CDC)reaction of C(sp~3)-H/N-H under visible light irradiation and transition metal-free conditions.Under simple and mild reaction conditions,a good yield can be obtained.