Synthesis Of Perimidine And Qinoline Derivatives Promoted By Catalysts

Perimidines (peri-naphtho-fused pyrimidine systems) are of interest because theyconstitute an important class of natural and non-natural products, many of which exhibituseful biological activity. The preparation of perimidine derivatives usingnaphthalene-1,8-diamine with ketones is a very important method. In this dissertation,various biologically important perimidine derivatives were efficiently synthesized inexcellent yields through the method, using various catalysts, such as all kinds of lewisacids and molecular iodine. As lewis acids, Yb(OTf)₃ and BiCl₃ exhibited excellentcatalytic activity to this transformation. Molecular iodine was also found as an excellentcatalyst for the reactions. In this section, a systematic study was carried out to evaluateparameters such as reaction solvent, catalyst loading, and the structure of ketones. In aword, the study does greatly develop and enrich the synthetic methods of perimidinederivatives. In addition, molecular iodine was found to be an efficient catalyst for theimino Diels-Alder reaction of N-arylimine and enol ethers. The reactions providedtetrahydroquinolines in good yields. The influence of the loading of iodine, reactionsolvent, the structure of imine and enol ethers was studied.