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Synthesis Of Multisubstituted Furan Derivatives Via Cascade Cyclization Reaction Of Enynones

Posted on:2020-11-05Degree:MasterType:Thesis
Country:ChinaCandidate:X B ChenFull Text:PDF
GTID:2381330575456107Subject:Chemistry
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Furan is a very important five-membered O-heterocyclic compound.It is not only the core structure of many natural products and drugs,but also an important intermediate in organic synthesis.In addition,it has been widely used in medicine,pesticide,biology and other fields.Therefore,it is necessary to investigate the synthesis of multi-substituted furans.Cascade cyclization reaction is widely used in organic synthesis due to its characteristics of high efficiency,simple operation,atom economy,and less by-products.There're many reports on the synthesis of multi-substituted furans,although the method from simple substrates under mild conditions is still desirable.The synthesis of multi-substituted furans under transition metal-free conditions can overcome some disadvantages,such as high expensive of metal catalyst and metal residue in products.Iodine-promoted reaction can be carried out in mild conditions in good efficiency.Furthermore,the desired products can be transformed to various corresponding derivatives.1.In this paper,some recent progress of iodine-catalyzed reactions,synthesis methods of multi-substituted furans,synthesis of trifluoromethylsulfide compounds and synthesis of cyanide reactions are briefly introduced?2.We developed a new method for the synthesis of trifluoromethylthio group substitutedfuranderivativesviatheadditioncyclizationreactionof2-phenylacetyl-2-cyclohexene-1-ketone,iodine and AgSCF3.The procedure tolerates various functional groups,providing the corresponding products in moderate to good yields under simple and mild reaction conditions?3.We described a new protocol for the construction of cyano substituted furan derivatives using 2-phenylacetyl-2-cyclohexene-1-ketone as a substrate and CuCN as a nucleophile in the presence of 1.1 equiv iodine.The reaction can be carried out under mild conditions,although the yields of desired products are only moderate or low in most cases?...
Keywords/Search Tags:Iodine, Enynone, Multi-substituted furan, Trifluoromethylthio, Cyanyl, Nucleophilic addition
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