112776-80-4Relevant academic research and scientific papers
DIRECT AMINATION. Part 4. REACTIONS OF INDOLES WITH PRIMARY AROMATIC AMINES AND IODOSOBENZENE DIACETATE
Cardellini, Liberato,Greci, Lucedio,Maurelli, Eziana,Orena, Mario,Stipa, Pierluigi,Tosi, Giorgio
, p. 1917 - 1926 (2007/10/02)
Indole, 2-methylidole, 2-phenylindole, and primary aromatic amines react with iodosobenzene diacetate leading both to 2-arylamino-3-arylimino-3H-indole in the case of indole and 2-methylindole, and to 2-phenyl-3-arylimino-3H-indole in the case of 2-phenylindole.The reaction is believed to proceed through the formation of a nitrenium ion formed by the interaction of iodosobenzene diacetate and primary aromatic amines and the mechanism is supported by experimental evidences.The methyl elimination from 2-methylindole is explained on the basis of the isolation of the possible intermediate and the formation of an animal, whose decomposition leads to the reaction products.The intermediate animal is proposed on the basis of the bis-(2-methylindol-3-yl)methane formation.
