Abstract

Indole, 2-methylindole, 2-phenylindole, and primary aromatic amines react with iodosobenzene dicetate 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 evidence

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