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Photocatalytic Cycloalknol Amination Reaction And Palladium Catalyzed Fujiwara-Moritani Reaction

Posted on:2020-02-13Degree:MasterType:Thesis
Country:ChinaCandidate:Z P ChenFull Text:PDF
GTID:2381330590460248Subject:Chemical engineering
Abstract/Summary:PDF Full Text Request
The main content of this paper is about two parts: the first part is based on the amination reaction of photocatalytic cycloalkanol carbon-carbon bond cleavage;the second part is the study of palladium-catalyzed Fujiwara-Moritani reaction.First,we describe the development of a versatile and simple cerium(III)chloride-based photooxidation strategy for the selective functionalization of carbon-carbon bonds over a wide range of cycloalkanols.We use 0.5 mol% cerium trichloride,1 mol% tetrabutylammonium chloride,and the nucleophilic reagent uses1.5 equivalents of di-tert-butyl azodicarboxylate.The solvent is selected to be anhydrous acetonitrile and mixed together in anhydrous The reaction was carried out for 24 hours in an anaerobic environment.And we tried the amination of cycloalkanone under these conditions.All products were confirmed by hydrogen spectroscopy and mass spectrometry.In addition,we also proposed a possible reaction mechanism.In the second part,the palladium-catalyzed Fujiwara-Moritani reaction was explored and a feasible and economical method was found to achieve the arylation of simple olefins.The carbon-phosphorus bond cleavage of triphenylphosphine can be achieved using a relatively inexpensive catalytic system of palladium acetate,followed by direct coupling reaction of the chemically quantified olefin with the activated aromatic ring after cracking to synthesize the aryl olefin derivative.The reaction is still being further optimized and explored.
Keywords/Search Tags:cerium trichloride, photocatalytic oxidation catalysis, palladium catalysis, Fujiwara-Moritani reaction
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