- Hydroxylation directe d'anilines en aminophenols
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Anilines react with hydrogen peroxide in SbF5-HF to give aminophenols.The formation of the products can be accounted for by the reaction of the electrophile H3O2+ on the anilinium ions.For compounds 1a-4a, the reaction yields three possible aminophenols, the meta isomer being the major product.The process is more selective with ortho toluidine 5a and para toluidine 6a, giving aminophenol(s) 5c (42percent)) and 5e (21percent), and 6c (71percent), respectively.With meta toluidine 7a, only aminophenol 7d (35percent) can be isolated from the complex reaction mixture, ring substitution pattern of the substrate favoring para hydroxylation.
- Jacquesy, Jean-Claude,Jouannetaud, Marie-Paule,Morellet, Guy,Vidal, Yves
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p. 625 - 629
(2007/10/02)
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- DIRECT CONVERSION OF ANILINES INTO AMINOPHENOLS
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Hydroxylation of anilines by hydrogen peroxide in SbF5-HF yields the three possible aminophenols, the meta isomer being the major product.The reaction implies attack of protonated hydrogen peroxide H3O2(1+) on the N-protonated substrate.
- Jacquesy, Jean-Claude,Jouannetaud, Marie-Paule,Morellet, Guy,Vidal, Yves
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p. 1479 - 1482
(2007/10/02)
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