Study On The Alkylation Reaction Of Hydrazone With Indole And Aromatic Amines In The Copper Catalyzed

This paper mainly studies the coupling reaction of tosylhydrazone and indole catalyzed by copper to synthesis N-alkylation of indole derivatives selectivity. Through screening the experimental conditions of copper, alkali, solvent, temperature and equivalence ratio, we can get N-alkylation of indole derivatives in the high yield and high selectivity. This paper studies the influence of electronic effect and steric effect for the alkyl reaction in detail. All products are characterized by 1H NMR, 19F NMR, 13C NMR and HRMS spectral techniques. The reaction works well for many substrates and has very good application for alkyl-alkyl ketone hydrazine,alkyl-aryl ketone hydrazine and aryl-aryl ketone hydrazine. Besides, the raw materials are cheap and easy to obtain. In addition, we have also obtained the indole alkylation product of the nitrogen position and C3 position.Compounds containing ferrocene because of its unique and low toxicity can be used in olefin polymerization catalytic asymmetric synthesis and drug synthesis. This paper also studies the reaction between ferrocenyl hydrazone and aromatic amine to synthesis aromatic amine nitrogen alkylation products containing ferrocenyl mono substituted and double substituted. Through screening the solvent, catalyst, equivalent conditions, we can get ferrocenyl monosubstituted aromatic secondary amine and double substituted aromatic secondary amine in high yield. All products are characterized by 1H NMR, 19F NMR, 13C NMR and HRMS spectral techniques. After being pulled out, the product can be a double anion ligand. The ligand can react with the transition metal to form a complex. This complex can be used to catalyse olefin polymerization.