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The Sdudy Of A Novel Synthetic Methods Of Paralleling Bi-heterocyclic Compounds

Posted on:2015-01-08Degree:MasterType:Thesis
Country:ChinaCandidate:Y M HuFull Text:PDF
GTID:2284330431998477Subject:Pharmacy
Abstract/Summary:PDF Full Text Request
As we all know, paralleling bi-heterocyclic compounds are more andmore familiar to us as an essential raw material or synthetic intermediate invarious fields, such as pharmaceutical, flavor fragrance and biologicalmaterial. So the necessity of studying their synthetic methods isincreasingly prominent. However, The synthetic methods of parallelingbi-heterocyclic compounds that have been reported recently exist manyproblems, For instance, low yields, harsh reaction conditions, limitedsources of raw materials, difficult operations. The purpose of this study wasto further explore the catalytic reductive cyclic mechanism and versatilityof Wilkinsons catalyst, and to hunt for a simple, efficient, innovative,environmentally friendly synthetic method of paralleling bi-heterocycliccompounds.With3-thiophene methanol as raw material, it could be convenient tosynthesize paralleling bi-heterocyclic compounds containing sulfur andnitrogen with a total yield of30%; Using ethylacetoacetate andchloroacetaldehyde as starting material, we synthesized the compoundswith the structure of O-carbonyl-hydroxymethyl-furan that were substratesof synthesizing oxygenic paralleling bi-heterocyclic compounds and theirderivatives in the role of Wilkinsons Catalyst. We have only obtained somerelative intermediates because of the time, this work is still undergoing.With regarded to the research in Wilkinsons Catalyst’s multifunctionalrole of catalytic reductive cyclization mechanism,2-acetyl-3-thiophene methanol was used as raw material, we probed its cyclization reactionunder the condition of catalyst, hydrogen, or protonic acid. The reactionmechanism that includes the processes of hemiacetal cyclizationdehydration and hydrogenation was demonstrated via exploring thedifferent influence under various reaction conditions and separating,identifying the reaction intermediates, byproducts.The structures of intermediates involved in the target structure,products and by-products were determined and identified by1H-NMR,13C-NMR, LC-MS.
Keywords/Search Tags:paralleling bi-heterocyclic compounds, synthesis, catalytic reductive cyclization reaction, novel synthetic methods, mechanism
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