Studies Of C-N Cross-coupling Reaction Via The Copper Or Cobalt-catalyzed C(sp~2)-H Bond Activation

This thesis describes the studies of C-N bond formation via transition metal-catalyzed C?sp²?-H bond functionalization assisted by directing groups,including the nitration reaction of 2-benzamidopydidine 1-oxide with sodium nitrite,and the amination reaction of N-phenyl-7-azaindole with substituted aziridine.The main studies and methods are introduced as follows:1.Copper-catalyzed ortho-nitration reaction assisted by 2-amidopydidine 1-oxide directing groupBy using 2-benzamidopyridine 1-oxide and NaNO₂ as the model reaction substrates,the optimal conditions are found,and they are CuCl₂·2H₂O as the catalyst,N-methyl pyrrolidone as the solvent,at 110°C for 12 hours to complete the reaction.Various amide substrates are tolerated in the reaction system,which may provide a simple and facile method for aromatic nitro derivatives.2.Amination reaction assisted by 7-azaindole directing groupBy using N-phenyl-7-azaindole and aziridine as the model reaction substrates,the optimal conditions are found,and they are Cp^*Co?CO?I₂ as the catalyst,AgOTf and CH₃COOH as additives,1,2-dichloroethane as the solvent,at 110°C in air for 12hours.The ring opening reaction of aziridineane and amination of aromatic ring C2site were realized assisted by directing groups.In this reaction system,a series of substrates showed good group tolerance and obtained the corresponding amination products in good yields.