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Selective Ring-opening Of Epoxy Ketones With Hantzsch HEH And Application Of Hypervalent Iodine In Organic Synthesis

Posted on:2011-07-21Degree:MasterType:Thesis
Country:ChinaCandidate:Y Q DuanFull Text:PDF
GTID:2121360302497994Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
This thesis consists of three reaction systems, which based on the hydrongen provider Hantzsch and advantages of the organic hypervalent iodine reagents applied in organic synthesis.1. Selective ring-opening of epoxy ketones with Hnatzsch HEH in thermal reactionsThe optimum reaction conditions were obtained and yield was up to 99% with the exploration of reaction feasibility, effect of oxidated aromation product of HEH, reaction temperature, relative dosage of reactants and catalysts, solvents and air, respectively. The reaction was environment-friendly, mild, convenient, good selectivity and effective without using of metal catalysts so as to avoid environmental pollution of metal catalysts.2. Oxidative aromatization of Hantzsch 1,4-dihydropyridines(1,4-DHPs) derivertives with iodoxybenzene (IB)Yield was up to 99% in the optimum reaction conditions which were deduced from the effect of solvents, additives, temperature and relative dosage of IB. The reaction was mild and convenient with organic hypervalent iodine reagent.3. Acetoxylation of p-substituted acetophenones with iodosobenzeneIodosobenzene was applied to acetoxylate p-substituted acetophenones in this part. The effect of solvents, water, temperature, relative dosage of iodosobenzene, catalyst BF3·Et2O were studied, yield was up to 86.5% in the optimum reaction conditions. The reaction was mild, convenient with good selectivity because the trivalent iodine which belongs to organic hypervalent iodine reagents was used in the acetoxylation.
Keywords/Search Tags:Hantzsch, iodoxybenzene, iodosobenzene, ring-opening, acetoxylation
PDF Full Text Request
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