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Trifluoromethylation Of NaSO2CF3 With Dipyrimidyl Disulfide/DHPMs Under UV Irradiation

Posted on:2020-10-18Degree:MasterType:Thesis
Country:ChinaCandidate:B Q CaoFull Text:PDF
GTID:2381330575966200Subject:Organic Chemistry
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The introduction of trifluoromethyl group into the drug molecule by trifluoromethylation can significantly improve the stability of the drug and the organic molecule,improve its fat solubility,and prolong the action time of the drug molecule in the living body.Therefore,in modern drug design and drug synthesis,the trifluoromethylation reaction has a wide range of applications.However,conventional trifluoromethylation reactions still suffer from various unavoidable disadvantages such as harsh conditions,toxic metal catalysts,poor selectivity and functional group compatibility.Therefore,the exploration of safe,efficient and environmentally friendly new methods of trifluoromethylation has attracted much attention.In this thesis,the trifluoromethylation reaction of CF3SO2Na with dipyrimidyl disulfide/3,4-dihydropyrimidinethione was studied under UV irradiation,and a series of new C-S coupling target products were synthesized.The main contents of this paper are as follows:1.Trifluoromethylation of various trifluoromethylating reagents with olefins,alkynes,aromatic hydrocarbons,and sulfur-containing precursors is reviewed.2.A series of new C-S couples were synthesized by using acetone as a photocatalyst and solvent under the irradiation of ultraviolet light,using CF3SO2Na as the trifluoromethylation reagent and tripyridyl disulfide trifluoromethylation reaction.Linked to the target product.3.The reaction of dehydrotrifluoromethylation aromatization of CF3SO2Na with3,4-dihydropyrimidiniumthione under UV irradiation was investigated.The structures of these compounds were characterized by 1H NMR,13C NMR,HRMS,X-ray.
Keywords/Search Tags:trifluoromethylation, CF3SO2Na, dipyridyldisulfide, dihydropyrimidinthione, ultraviolet light irradiation, C-S coupling
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