Synthesis Of Pteridine Analogs And Analysis Of The Composition From Hydroxylation Of Phenol With H₂O₂

This dissertation is divided into two parts. In the first part, the synthesis of diversified 5, 6-dihydropyrolo[1,2-f]pteridine analogues is studied and in the second part the composition of phenol hydroxylated reaction by H₂O₂ is analysed.Pteridines have been reported to exhibit a variety of biological activities and constitute the backbones of several marketed drugs. Recently our lab reported a unique cascade reaction involving an iminium cyclization followed by a O-N Smiles rearrangement promoted by TiCl4 leading to 5,6-dihydropyrrolo[1,2-f]pteridines. In the first part of this dissertation two diversification points of 5, 6-dihydropyrrolo[1,2-f]pteridines analogues have been explored. The substitution of 1-Cl group with nucleophilic reagents and three diversifiction approaches to the hedroxyl group were investigated. In the process, we found that the tandem iminium cyclization and O-N Smiles rearrangement could also be promoted by a protic acid(TFA).In the second part, the composition in the reaction of phenol hydroxylation by H₂O₂ is analysed. By using UV, IR, GC/MS and HPLC, we have identified four major components and three trace components. An analytical protocol, for the reaction has been established. This research provided an analytical method for the reaction of phenol hydroxylation by H2O2 which can be used in industrial production.