Hydroxylation of indolines and indoles by hydrogen peroxide in superacids

✍ Scribed by Christian Berrier; Jean-Claude Jacquesy; Marie-Paule Jouannetaud; Alain Renoux

• Book ID: 104219084
• Publisher: Elsevier Science
• Year: 1986
• Tongue: French
• Weight: 165 KB
• Volume: 27
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)85004-2

✦ Synopsis

In SbFS-HF, indolines and indoles are hydroxylated on the aromatic ring, protonated hydrogen peroxide H302+ reacting on the protonated substrates. Electrophilic hydroxylation of aromatics has been intensively studied and it has been shown that hydrogen peroxide in superacidic media is a convenient reagent to achieve the reaction'. Anilines being converted into aminophenols without oxidation or degradation of the nitrogen substituent', we have studied the reactivity of the model substrates la-la whose frameworks are part of many natural bases.