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Communication | Regular issue | Vol 63, No. 4, 2004, pp.765-771
Published online, 9th February, 2004
DOI: 10.3987/COM-03-9989
Anodic Oxidation of Tetrahydro-β-carboline Derivatives: Formal Oxidation of Protonated Tertiary Amines

Loïc Planas, Thierry Martens, Florence Billon-Souquet, and Jacques Royer*

*UMR 8638 (CNRS-University Paris-5), Faculty of Pharmaceutical and Biological Sciences, 4 avenue de l'Observatoire, 75270 Paris cedex 06, France


A study of the anodic oxidation of indolic compounds in the tetrahydro-β-carboline series is described. Methoxylation at the α position of the C-3 indole ring was observed furnishing a convenient access to variously substituted products at that position. Nevertheless, this oxidation reaction was not general and very slight structural variation led to different chemical behavior corresponding to a formal oxidation of protonated tertiary amines.