First hydrolysis of a tertiary nitroalkane in indole series
Maxime D. Crozet, Michel P. Crozet, Mustapha Kaafarani, Patrice Vanelle
Pages: 169 - 173
Number of pages: 5
The hydrolysis of 3-(2-methyl-2-nitropropyl)-1H-indole which leads to the corresponding tertiary alcohol is the first example of hydrolysis of a tertiary nitroalkane in indole series. It might be explained by an intramolecular nucleophilic catalysis involving a cyclopropane intermediate favoured by a gem-dimethyl effect.