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Study On The Reaction Of Forming C-Se Bond And C-O Bond By Electrochemical Synthesis

Posted on:2022-08-30Degree:MasterType:Thesis
Country:ChinaCandidate:D X WangFull Text:PDF
GTID:2491306494499104Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Oxidative cross-coupling has proven to be one of the most straightforward strategies for forming carbon-heteroatom bonds from simple and readily available precursors.In the past two decades,many chemists have made great efforts in this field and made significant progress.However,in order to remove excess electrons from the substrate to form chemical bonds,a stoichiometric amount of oxidant is usually required.With the development of modern sustainable chemistry,great efforts have been made to carry out oxidative cross-coupling reactions without external oxidants.Electrochemical synthesis is a powerful and environmentally friendly method.It can not only achieve oxidative cross-coupling without external oxidants,but also release valuable hydrogen during the formation of chemical bonds.Although electrochemical synthesis has become a green and advantageous alternative to traditional synthesis methods,there are still some shortcomings in electrochemical reactions,and further efforts are needed to fully realize the potential of electrically driven transformations.For example,classical electrochemical synthesis generally uses direct current to perform oxidation reaction on the anode or reduction reaction on the cathode.Some reactions may cause over-oxidation or over-reduction,which is difficult to control during condition screening.However,the use of alternating current for electrochemical synthesis can effectively avoid this overreaction,and realize some reactions that ordinary direct current cannot effectively convert.This article stateds the development of electrochemical synthesis,explains some basic concepts and the devices that are generally applicable,and builds C-Se bonds by utilizing direct current and build C-O bonds by utilizing alternating current.For fully tap the potential of electrochemical synthesis and summarize the pros and cons.Related research has mainly achieved the following results:1.Direct current catalyzes the construction of C-Se bond;imidazo[1,2-a]pyridine is widely present in the structure of drugs and biologically active substances.It is a kind of anti-virus,anti-ulcer,anti-fungal,anti-inflammatory,anti-cancer and Antituberculosis drug precursors.In this work,we used imidazo[1,2-a]pyridine to perform selenylation at the third position to increase its biological activity.The product yield is as high as 90%,and the mechanism study shows that the process involves free radical reactions.2.AC electrocatalysis builds C-O bond;Tos-protected p-aniline is reacted with primary alcohol and secondary alcohol,and the aniline methoxy group is substituted.The reaction yield is as high as 91%.Control experiments show that DC electrocatalysis is difficult to achieve effective Conversion can significantly improve the yield by adjusting the frequency of alternating current,and the reaction process involves free radical reactions.
Keywords/Search Tags:Electrocatalytic synthesis, C-Se bond, C-O bond, Radical reaction
PDF Full Text Request
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