Electrophilic ipso-Substitutions. Part 1. Reaction of 3-Substituted Indoles with Nitronium and Nitrosonium Ions
3-Substituted indoles react with nitronium and nitrosonium ions to yield 3-nitroindole.In both cases the reaction was interpreted as an electrophilic ipso-substitution.The reaction mechanism is interpreted by hypothesizing the formation of a ?-complex-like intermediate, wich is some cases is preceded by an electron-transfer process.An order for the leaving abilities of the different electrofugal groups is discussed.
Colonna, Martino,Greci, Lucedio,Poloni, Marino
p. 628 - 632
(2007/10/02)
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