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Electrochemical Oxidative Difunctionalization Of Alkenes

Posted on:2021-04-09Degree:MasterType:Thesis
Country:ChinaCandidate:Y F ZhengFull Text:PDF
GTID:2381330620968690Subject:Organic Chemistry
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Traditional hydrocarbon functionalization reactions often need to be carried out in a high temperature environment,and need to rely on a variety of metal catalysts and oxidants.Although a catalytic amount of metal catalysts and stoichiometric oxidants are added,chemical reactions will inevitably occur waste and atomic economy are not high.Electrochemical organic synthesis,thanks to its ability to achieve the oxidation and reduction of compounds with the gain and loss of electrons without the addition of an additional oxidant and reducing agent,and then to achieve the next reaction,and generally replace the previous chemical waste and pollution with the release of hydrogen.With the advantages of green and efficient controllability.Therefore,electrochemistry has become a very practical and valuable method in organic synthetic chemistry.This paper mainly describes the development of electrochemical difunctionalization of olefins by electrochemical methods,and details the electrochemical methods of dibromination and synthesis of Indole isoquinolinone derivatives.Related research has obtained the following results:1.Successfully demonstrated the addition of olefins by electrochemical oxidation of hydrogen bromide to obtain a series of bis-brominated products.These products are valuable universal chemical frameworks that can further synthesize complex molecular structures.The electrochemical oxidized hydrogen bromide addition reaction to olefins,not only aromatic olefins,aliphatic olefins(endenes,terminal olefins,cycloolefins)can also react well,and the reaction can be the same at 200 mmol specifications Response effect.2.A catalytic amount of sodium bicarbonate was successfully used as the electrolyte,acetonitrile and water were used as the solvent,and no other reagents were added at room temperature to electrochemically oxidize sulfonyl hydrazine to synthesize indole [2,1-a] isoquinoline-6(5H)-ketone derivatives,with nitrogen and hydrogen as the only by-products,various substrate structures designed and synthesized can react well with sulfonyl radicals produced by sulfonyl hydrazide,and all It has good to excellent yield.The mechanism shows that the reaction is a radical cyclization reaction.The advantages of this reaction are mild reaction conditions,excellent functional group tolerance,and gram-level reactions.
Keywords/Search Tags:Electrochemical synthesis, alkenes, difunctionalization, mild reaction conditions
PDF Full Text Request
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