2196-95-4Relevant articles and documents
Radical intermediates in the peroxidation of indoles
Astolfi,Greci,Rizzoli,Sgarabotto,Marrosu
, p. 1634 - 1640 (2007/10/03)
2-Substituted and 1,2-disubstituted indoles react with m-chloroperbenzoic acid and hydrogen peroxide in the presence of acid or calcium chloride affording 2- and 3-(3-oxoindol-2-yl)indoles; whereas 2,3-disubstituted indoles, reacting with the same oxidant
Direct Amination. Part 2. Reaction of 2-Phenylindole with Primary Aromatic Amines. A Chemical and Electrochemical Investigation
Berti, Corrado,Greci, Lucedio,Andruzzi, Romano,Trazza, Antonio
, p. 607 - 610 (2007/10/02)
The reaction of 2-phenylindole with primary aromatic amines to form 2-phenyl-3-arylimino-3H-indoles, in the presence of N-chlorobenzotriazole, N-chloroisatin or lead tetraacetate, were also investigated by anodic oxidation.The chemical and electrochemical results suggest a mechanism involving an intermediate nitrenium ion, whose formation was demonstrated by an independent route.The reaction of 1-hydroxy-2-phenylindole with p-anisidine to form 2-phenyl-3-p-methoxyphenylimino-3H-indole 1-oxide, previously studied under anodic oxidation is here described in the presence of N-chlorobenzotriazole.
ELECTRON-TRANSFER PROCESSES: REACTIONS OF INDOLES WITH PERSULPHATE AND PEROXYACETIC ACID
Colonna, Martino,Poloni, Marino
, p. 481 - 484 (2007/10/02)
Electron-rich aromatic N-heterocyclic compounds with a low oxidation potential promote the partial radicalisation of electrophiles having weak bonds (crypto-ions) via electron transfer.In particular, reactions of 1-hydroxy-2-phenylindole with persulphate or peroxyacetic acid lead to a mixture of bisindolyl nitroxide radical and nitrone, while in the case of 1-methyl-2-phenylindole the same reactions give the corresponding indoxyl derivative.