- Trifluoromethylation of 1,3,5-Trinitrobenzene
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The trifluoromethyl anion was trapped as Meisenheimer complex 2 on heating a mixture of potassium trifluoroacetate and 1,3,5-trinitrobenzene (TNB) in DMF or DMSO.Treatment of 2 with tert-butylhypochlorite afforded 1-trifluoromethyl-2,4,6-trinitrobenzene (
- Stahly, G. Patrick
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- Stable gem-trifluoromethyl anionic σ-complexes based on 1,3,5-tris(sulfonyl)benzene derivatives and their transformations
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A convenient synthetic procedures is described to obtain gem-trifluoromethyl anionic σ-complexes of 1,3,5-tris(fluorosulfonyl) benzene, 1,3,5-tris(β,β,β-trifluoroethoxysulfonyl)benzene, 1,3,5-tris(trifluoromethylsulfonyl)benzene as well as of 1,3,5-trinot
- Holovko-Kamoshenkova, Oksana M.,Kirij, Nataliia V.,Boiko, Vladimir N.,Rozhenko, Alexander B.,Yagupolskii, Yurii L.
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experimental part
p. 1344 - 1352
(2011/02/22)
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- Oxidative nucleophilic substitution of hydrogen in nitroarenes with trifluoromethyl carbanions. Synthesis of trifluoromethyl phenols
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Trifluoromethyl carbanions generated from the Ruppert reagent and TASF add to highly electron-deficient nitroarenes to produce σH adducts subsequently oxidized with dimethyldioxirane to substituted trifluoromethyl phenols.
- Surowiec, Marek,Ma?kosza, Mieczys?aw
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p. 5019 - 5024
(2007/10/03)
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- Synthesis of trifluoromethyl aryl derivatives via difluorocarbene precursors and nitro-substituted aryl chlorides
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Treatment of aryl chlorides containing electron-withdrawing proups with methyl fluorosulfonyl difluoroacetate or methyl halodifluoroacetate in the presence of potassium fluoride and copper iodide gave the corresponding trifluoromethyl derivatives in moderate to high yields.
- Duan, Jian-Xing,Su, De-Bao,Wu, Jian-Ping,Chen, Qing-Yun
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p. 167 - 170
(2007/10/02)
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- Perfluoroalkylation process
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Despite the instabity of perfluoralkyl anions, it is possible to perfluoroalkylate aromatic compounds if appropriately substituted by suitable electronegative substituents (e.g., nitro, trifluoromethylsulfonyl, etc.). Thus a novel Meisenheimer complex is
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