The Synthesis of Substituted Aminoindoles by Chemical and Electrochemical Reduction of Nitroindoles
The electrochemical reduction of 4-, 5-, 6- and 7-nitroindoles in basic and acidic aqueous methanol gave substituted aminoindoles and/or the corresponding aminoindole in a ratio depending on the nitroindole, the pH and the strength of the nucleophile present in the medium. In the case of 5-nitroindole and 3-hydroxypropyl-5-nitroindole, in basic medium and in the presence of EtS−, only the corresponding 4-ethanethio-5-aminoindole was formed in very good yields (regiospecific and highly selective reaction).
KeywordsBasic Medium Acidic Medium Good Yield Saturated Calomel Electrode Electrochemical Reduction
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