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The Research Of ZnCl2-catalyzed Aza-prins Cyclization Reaction Of Unfunctionalized Olefins

Posted on:2017-06-26Degree:MasterType:Thesis
Country:ChinaCandidate:R XuFull Text:PDF
GTID:2504305036473894Subject:Medicinal chemistry
Abstract/Summary:
Six-membered ring heterocycles such as piperidines and tetrahydropyrans are important structural motifs in a variety of biologically interesting compounds.As a very significant structural of these compounds,they do really crucial effect.The exploration of privileged structures in drug discovery is a rapidly emerging theme in Medicinal Chemistry.If we can find a way to construct Six-membered ring heterocycles simply and high efficienciently,it will enlighten us to synthsize some complicated compounds which is constructed by Six-membered ring heterocycles.To this end,different methods have been developed for the constructions of piperidines and tetrahydropyrans,Of the variety of methods developed,Prins-type cyclization of homoallylic amines/alcohols with carbonyl compounds would be one of the most attractive strategies for the formation of these heterocycles.In generally,we chose Br?nsted or lewis acid as catalyst for Prins-type cyclization.Tf OH,BF3,Fe Cl3 and so on has been found to be nice catalysts applied to Prins-type cyclization reactions.In this paper,we wish to introduce a new catalyst ZnCl2 for Prins-type cyclization reactions.To our knowledge,numerous of works have been reported,but Prins-type cyclization reactions still in development because of the universality of the substrates and the condition of the reaction.Now,ZnCl2 as a new catalyst for Prins-type cyclization reactions,has so many advantages.We could easily and efficiently achieve a smart scope of substrates and nice Functional groups compatibility in room temperature.At the same time,we have studied the reaction mechanism systematicly.
Keywords/Search Tags:Lewis acid, ZnCl2, Prins-type cyclization, Heterocycle, Piperidine
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