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Study On The Synthesis Reaction Of Trifluoromethyl Thioester Compounds

Posted on:2021-02-02Degree:MasterType:Thesis
Country:ChinaCandidate:M Y WangFull Text:PDF
GTID:2431330611981786Subject:Engineering
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This thesis studies the synthesis of trifluoromethyl thioesters.The thesis is divided into two chapters:Chapter 1 Progress in the Synthesis of SCF3-Containing CompoundsBecause of unique features of trifluoromethylthiol SCF3group,and its tendency to modify physical and chemical properties of biological active molecules,the incorporation of CSF3group into a molecule is an important strategy for the discovery of new pharmaceuticals and agrochemicals.Currently,main researches on SCF3-containing compounds focus on trifluoromethylthioether compounds.The synthesis of trifluoromethylthioethers is mainly through two protocols:indirect synthesis and direct synthesis,and the direct method can be divided into electrophilic,nucleophilic and free radical pathways.This chapter summarizes the previous studies on the synthetic methods of trifluoromethylthioethers.Chapter 2 Synthetic Methods of Trifluoromethylthioester CompoundsAs another SCF3-Containing compound,trifluoromethylthioester compound has only limited reports about its synthesis methods.In this chapter,we describe an unprecedented visible light-promoted efficient and economical approach to the synthesis of trifluoromethylthioesters from aldehydes with cheap and commerically available AIBN as the initiator.This transformation is featured by cheap reagents,mild reaction conditions,simple operation,and especially no metal involved in the reaction.The reaction exhibits good functional group compatibility and a broad substrate scope including(hetero)aromatic aldehydes,aliphatic aldehydes,andα,β-unsaturated aldehydes.This synthetic method provides an ideal protocol for the late-stage functionalization of advanced synthetic intermediates and bioactive molecules.Preliminary mechanistic studies have shown that the reaction proceeds through a free radical process.
Keywords/Search Tags:Aldehydes, Fluorides, Radical reactions, Synthetic methods, Trifluoromethylthioesters
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