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Visible Light Induced Trifluoromethylation Reaction Without External Photocatalyst

Posted on:2020-04-13Degree:MasterType:Thesis
Country:ChinaCandidate:L L ZhaoFull Text:PDF
GTID:2381330575963743Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Trifluoromethyl?CF3?with the unique physical and chemical advantages is widely used in pharmaceuticals,functional materials,agrochemical sectors.In drug design,incorporation of CF3 moieties,can profoundly impact the bioavailability,metabolic stability,and lipophilicity.As a powerful means of organic synthesis,photocatalysis has attracted widespread attention,and the photoinduced organic synthesis reaction without external photosensitizer has gradually become a research hotspot in organic chemistry.Based on the above experience,my research focused on trifluoromethylation of aminoquinoline and styrene under visible light catalytic conditions in the absence of external photocatalyst.Collective works arelisted as follows:1.A highly simple and effective selective remote C–H trifluoromethylation of 8-aminoquinoline scaffolds on the C5-position with CF3SO2 Na under visible light irradiation in 1,2-dichloroethane?DCE?as the solvent without external photocatalyst had been developed.The protocol showed broad substrate scope,generating various 5-trifluoromethylated quinolines in good yields under photocatalyst-free,enriching the method of trifluoromethylation of aminoquinoline compounds.2.A photoinduced strategy to access a-CF3-substituted ketones through the reaction of simple styrenes with sodium trifluoromethanesulfinate?CF3SO2Na?in the absence of an external photosensitizer under LED?380–385 nm?irradiation was developed.This reaction for the first time achieved trifluoromethylation of styrene without an external photocatalyst,the moderate yield,and the good spectral properties.It provided a simple and effective method for the synthesis of trifluoromethylated acetophenone.
Keywords/Search Tags:Visible light catalysis, without external photocatalys, trifluoroalkylation
PDF Full Text Request
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