The Studies On The Cyclization Isopentenyl And Its Selectivity To 1,2-dione

The?-prenylated structural unit compounds are a class of scaffolds widely existing in natural products.Because of its importance in synthesizing natural product intermediates,?-prenylated synthesis of polycyclic oxygen heterocycles also has a great value for application.Since the biological activity of exhibits advantages such compounds becoming increasingly important in human life and production.Therefore,the synthesis of polycyclic oxygen heterocycles or containing prenyl structure compounds has important significance in pharmaceutical chemistry and natural products chemistry.This article introduces a method to construct C-C bond and C-O bond using?-prenylated alcohols and prenyl bromide as the starting material.The first chapter of this paper introduces the research process of the synthesis of containing prenyl structure compounds,then displays the advance of the synthesis of polycyclic oxygen heterocycles,and analyses the advantages and drawbacks that still existing in the reaction,and it draws on previous research subjects for the content provided herein the significance and innovation.The second chapter describes the direct access to synthesis of 3-prenyl-3-hydroxyl-2-oxindoles?2a-2w?using?-regioselective zinc-mediated prenylation and various isatins as well as N,N-dimethylformamide,and a possible reaction mechanism was put forward according to the literatures.The third chapter describes the synthesis of furo[3,2-c]benzopyrans using salicylaldehydes and?-prenylated alcohols by intramolecular[4+2]cycloaddition.The first step is the synthesis of?-prenylated alcohol derivatives?6a-6k?by highly?-regioselective zinc-mediated prenylation,then in the presence of a catalytic amount of benzenesulfonic acid with salicylaldehydes?7a-7e?,the reaction proceeded smoothly in nontoxic EtOH to afford furo[3,2-c]benzopyrans?8a-8x?.All of the compounds obtained by the above mentioned reactions were characterized by ¹H NMR,¹³C NMR and HRMS.Some compounds were characterized by X-ray.