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Study On The Selective Trifluoromethylation Of Heteroarenes Promoted By Mn(OAc)3

Posted on:2015-02-06Degree:MasterType:Thesis
Country:ChinaCandidate:X H CaoFull Text:PDF
GTID:2251330428483601Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Trifluoromethylated compounds have been found widespread applications inpharmaceuticals, agrochemicals, and advanced organic materials. Therefore, thedevelopment of new methods for the synthesis of CF3-containing compounds is aresearch hotspot in the field of organic synthesis. Radical trifluoromethylation playsan important role in this area. Herein we report a general, straightforward method fortrifluoromethylation of heteroarenes mediated by Mn(OAc)3for the first time.In this thesis, Mn(OAc)3was reacted with CF3SO2Na to generate trifluoromethylradical, which selectively added to heteroarenes such as coumarins, quinolinones,pyrimidinones and pyridinones to afford3-trifluoromethyl coumarins,3-trifluoromethyl quinolinones,5-trifluoromethyl pyrimidinones and3-trifluoromethylpyridinones. The structures of all products were confirmed by1H NMR,13C NMR,19F NMR and HRMS spectra. And the possible mechanism was proposed based on theexperimental results.
Keywords/Search Tags:Mn(OAc)3, trifluoromethylation, selectivity
PDF Full Text Request
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