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Study On Ni-Catalyzed Intramolecular Cyclization Of Alenyl Thioesters

Posted on:2022-01-20Degree:MasterType:Thesis
Country:ChinaCandidate:W F LiuFull Text:PDF
GTID:2481306521465044Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Thioesters is a kind of carbonxylic acid derivatives with stable structure and easily available.In many cases,thioesters can replace of aldehydes,acyl chlorides,and amides as important precursors that provide the acyl moiety in many transformation.Transition-metal-catalyzed functional group transformation of thioester compounds is one of the most effective strategies for the construction of sulfur compounds.This method,which is much simple and produces little by-products,is of high atomic economy.Therefore,it has become one of the important contents in organic synthesis research.In recent years,great progress has been achieved in the study of transition metal-catalyzed acyl transfer reactions,which not only promotes the development of functional group transformation reactions of thioester derivatives,but also gives a new idea for the synthesis and modification of natural products with similar structures.In this paper,firstly,the synthesis of thioester compounds by transition metal-catalyzed and several related transformation reactions of thioester compounds are reviewed.Next,we reported an Nickel catalyzed-intramolecular coupling reaction of alkenyl thioesters catalyzed.By using this method,a variety of alkenyl thioesters can be efficiently converted to the corresponding sulfur-containing spirocycles compounds.Based on a series of controlled experiments and computational chemistry methods,the reaction mechanism was reasonably speculated.Meanwhile,the application of this method was also well explored,a series of derivatization reactions were conducted.This reaction is based on the selective activation of the carbon-sulfur bond and the subsequent migration-addition to the carbon-carbon double bond.This reaction,which provides a new pathway for the specific rearrangement transformation reaction based on the activation fracture of the inert bond in molecules,simplifies the synthesis path and reduces the waste emission,and is a novel synthesis method in terms of green chemistry.
Keywords/Search Tags:Nickel catalysis, Alkenyl Thioesters, Cyclization reaction, Spirocycles
PDF Full Text Request
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