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Electrochemical Cyclization Synthesis Of Sultams And C-S Bonding Reaction

Posted on:2021-05-21Degree:MasterType:Thesis
Country:ChinaCandidate:Y M CaoFull Text:PDF
GTID:2381330620968707Subject:Organic Chemistry
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In the past few decades,the traditional methods of constructing carbon-carbon or carbon-heteroatom bonds often require noble metal catalysis,or are performed at high temperature and pressure,or require stoichiometric metal catalysts as sacrificial reagents through multiple synthesis the corresponding product of the step,which is often accompanied by the generation of toxic waste such as metal by-products in the synthesis process.From the aspects of green and atomic economy,it greatly limits the practicality of the method.With the development of modern sustainable chemistry,people pay more and more attention to the concept of "green chemistry".Electrochemical synthesis is a powerful and environmentally friendly method.It can not only achieve oxidative coupling without external oxidants,but also release hydrogen that is good for the environment during the formation of new ones.Therefore,electrochemical synthesis has been widely studied in the field of organic synthesis.This article briefly introduces the introduction of organic electrochemical synthesis,the synthesis of sultamactam,and the research results of C-S bonding in recent years.By summarizing and thinking about the synthesis of sultamactam and the construction of C-S bonds,this paper develops and introduces in detail the electrochemical oxidation of sulfonamide with alkyne [4 + 2] cyclization reaction and C-H / S-H dehydrogenation cross-coupling reaction.The relevant research results are as follows:1.Through literature research on the methods for the synthesis of sultamactam,we have researched and developed an electrochemical oxidation of aryl sulfonamide and alkyne [4 + 2] cyclization in the presence of cheap metal cobalt salts.Under the condition of no external metal oxidant,a series of sultamyl lactam derivatives were prepared by hydrogen evolution,and the method was practical and scalable.2.A dehydrogenation cross-coupling reaction between the C-3 position of the imidazo [1,2-a] pyridine derivative and the thiophenol C-H / S-H via electrochemical direct oxidation was developed.Under the condition of no exogenous oxidant and transition metal catalyst,the formation of C-S bond was promoted,and a series of imidazo [1,2-a] pyridine C-3 sulfurized derivatives were synthesized.
Keywords/Search Tags:cobalt catalysis, cyclization reaction, cross coupling
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