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The Study Of The Preparation Of Fluorinated Aromatic Compounds And The Fluorinating Reactivity Of N-fluorobenzensulfonimide Analogues

Posted on:2014-01-30Degree:MasterType:Thesis
Country:ChinaCandidate:J JiangFull Text:PDF
GTID:2231330395977844Subject:Organic Chemistry
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The Paper containing two parts, one is the preparation of fluorinated aromatic compounds, the other one is the study of the fluorinating reactivity of N-fluorobenzenesulfonimide analogues.On the study of fluorinated aromatic compounds, we choose phenol, nitrobenzene, and4-fluoro nitrobenzene as the substrates, and mainly use fluorine (10%F2in N2volume) as the fluorinating reagents to fluorinating the substrates above. In the process of fluorinating phenol, some single or double fluorinated aromatic compounds were obtained, the yield was above92.2%. In the process of fluorinating nitrobenzene, also some single or double fluorinated nitrobenzene were obtained, the yield was above26.6%. In the process of fluorinating4-fluoro nitrobenzene, the result was very amazing, main product (3,4-difluoro nitrobenzene) was obtained, the yield was above18.9%. All of conditions of the reaction were mild, and it is proper for industry.On the other part, the study of the fluorinating reactivity of N-fluorobenzenesulfonimide analogues. On the base of10NFSI analogues, the activities were investigated via their reactions with1-tetralone,1-naphthol and2-naphthol, on the research of the reaction of1-tetralone with NFSI analogues, N-fluoro-4-brom-benzenesulfonimide (8f) gave the fluorinated product in better yield than that of NFSI (8a), on the base of this experiment, the research of the reaction of1-naphthol,2-naphthol with NFSI analogues were also investigated, the results also proved that N-fluoro-4-brom-benzenesulfonimide (8f) is better than that of NFSI (8a)...
Keywords/Search Tags:aromatic compounds, fluorinating, fluorine, NFSI, NFSI analogues
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