Electrochemical Synthesis of Polyfunctionalized Indoles in Aqueous Medium from Catechols and Ketene N,S-acetals
The electrochemical synthesis of o-benzoquinones and their in situ transformation is a versatile approach for the synthesis of
polyhydroxylated aromatics. In the present paper, the electrochemical oxidation of catechol in the presence of ketene N,S-acetals as N,Cdoubly
nucleophiles was first investigated using cyclic voltammetry technique. Then preparative scale of electrolysis was carried out to
demonstrate that polyfunctionalized indoles could be one-pot synthesized under constant current electrolysis conditions. Finally, the reaction
mechanism was proposed.
Keywords: Anodic oxidation, catechols, ketene N, S-acetals, polyhydroxylated indoles.
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