Nucleophilic substitution reaction on the nitrogen of indole nucleus: Formation of 1-(indol-3-yl)indole upon reaction of 1-hydroxyindoles with indolein formic acid
M. Somei et al., Nucleophilic substitution reaction on the nitrogen of indole nucleus: Formation of 1-(indol-3-yl)indole upon reaction of 1-hydroxyindoles with indolein formic acid, HETEROCYCLE, 55(3), 2001, pp. 457-460
1-(Indol-3-yl)indoles are obtained in excellent to good yields by the react
ion of 1-hydroxyindoles with indole in 85% formic acid. Their structures ar
e determined by X-Ray crystallographic analysis and chemical correlations.
The unprecidented SN2 mechanism on the indole nitrogen is proposed.