95717-17-2Relevant academic research and scientific papers
Electrophilic hydroxylation of aromatics in superacids
Jacquesy, Jean-Claude,Berrier, Christian,Gesson, Jean-Pierre,Jouannetaud, Marie-Paule
, p. 658 - 664 (2007/10/02)
In superacids, protonated hydrogen peroxide hydroxylates various aromatics to give phenols.The substrates react in their protonated forms with the electrophile H3O2+.Phenols (and their methyl ethers), anilines, indolines, indoles, aromatic aldehydes and ketones are hydroxylated without any degradation; protonation protects the functional group(s) that are normally sensitive to oxidants.Electrophilic hydroxylation of polyfunctional natural products (vincadifformine, estrane derivatives) has been succesfully performed with H2O2/HF/SbF5. - Keywords: superacids / hydroxylation / hydrogen peroxide / aromatics / phenols / indoles
