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Study On The Peroxidation And Cyclization Reaction Of Amide Compounds

Posted on:2016-06-15Degree:MasterType:Thesis
Country:ChinaCandidate:Y N DanFull Text:PDF
GTID:2371330461967110Subject:chemical engineering and Technology
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Amide compounds are an important class of organic compounds,which are easy to be prepared and have high reactivities.The paper explores the peroxidation and cyclization reaction of amide compounds,divided into the following four parts:Firstly,amide compounds are a class of carboxylic acid derivatives and have many active sites,containing a carbonyl group and the amide bond.Amide compounds can occur the reduction reaction,the intramolecular cyclization reaction,the intermolecular cyclization reaction,and even the amide group of aromatic amide compounds may be used as a directing group to undergo(sp2)C-H activation reactions.In recent years,amide compounds have attracted significant attention,and in this field many advancements have been made.Secondly,in recent years,inorganic and organic sulfur sources have been extensively studied due to the special nature of the sulfur-containing compounds.The reaction of 2-iodobenzoyl imidazole with inorganic sulfur sources is chosen as a model reaction to explore the intermolecular cyclization reaction.The optimized reaction conditions are as follows:K2S as inorganic sulfur sources,CuI(20 mol%),1,10-Phen(40 mol%),in DMAc under an air atmosphere at 125℃ for 48h.Compared with the previously reported literature,this novel and efficient reaction method can greatly improve the yield of benzodithiolones.Thirdly,hydroxamic acids contain highly reactive functional groups,such as a carbonyl group,a hydroxylamine group and a hydroxyl group,In-depth researches for hydroxamic acids are carried out.This paper uses benzohydroxamic acid as a substrate to explore its cyclization reaction.The optimal reaction conditions are as fellows,CuBr(30mol%),Fe(NO3)3-9H2O(50mol%),in Toluene at room temperature for 1h.The cyclization reaction possesses a broad substrate scope and good yields.Finally,the C-N bond cleavage of acyl imidazoles is readily generated,so many reactions can occur.In this paper,the peroxidation reaction of benzoyl imidazole with tert-butyl hydroperoxide(TBHP)is studied.The optimized reaction conditions are as follows:DBU(5mol%),in CH3CN at room temperature for 1 minute.We have developed a simple,safe and efficient approach for the synthesis of tert-butyl peresters which is an alternative synthetic strategy.
Keywords/Search Tags:amide compounds, sulfur sources, cyclization reaction, hydroxamic acids, acyl imidazoles, tert-butyl hydroperoxide
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