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Study On The Alkylation Reaction Of Minisci Induced By Visible-light-induced Ether Or Aldehyde Involved

Posted on:2020-12-05Degree:MasterType:Thesis
Country:ChinaCandidate:Z Z WangFull Text:PDF
GTID:2381330602459581Subject:Chemistry
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The Minisci reaction was discovered in the 1960s and became a useful synthetic tool.Conventional Minisci-type reactions using thermal cracking or in situ generation of reactive radical precursors,this type of reaction has been used by chemists for rapid and direct functionalization of heterocycles,thus avoiding de novo synthesis ring.Although the originally developed generation schemes have still been used to date,a number of new synthetic methods have been discovered in recent years that photoredox catalysis and electrochemical,thus can use a wider variety of free radical precursors to operate in milder and simpler conditions.In this thesis,the core of research is the functionalization of N-heteroarene in photocatalytic reaction system.The photocatalytic Minisci reaction with 4-methylquinoline as raw material is studied.The specific research contents include the following two aspects:1.A new method for synthesizing alkylated heteroaromatic compounds by using quinoline compounds and ether compounds as raw materials.The reaction uses ethers as an alkylating agent,[IrdF?CF3?ppy2dtbpy]PF6 as photocatalyst and ithium bromide as an additiveto synthesize alkylated quinoline compound.2.Developing a new method for synthesis secondary alkylated and tertiary alkylated heteroaromatic compounds by using quinoline compounds and?-branched alkyl aldehydes as starting materials,The reaction uses a quinone-branched alkyl aldehyde compound as an alkylating agent,air as the oxidant,4CzIPN as photocatalyst,and sodium bromide as an additive to synthesis alkylation of N-heteroarenes compounds.
Keywords/Search Tags:quinoline, photoredox catalysis, Minisci reaction, alkylation
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