Abbreviated ibogaine congeners. Synthesis and reactions of tropan-3-yl-2-and-3-indoles. Investigation of an unusual isomerization of 2-substituted indoles using …

Abstract

The syntheses of several JV-methyltropan-3-ylindoles, designed as congeners of ibogaine, are described. The synthetic approach to N-methyltropan-3-yl-2-indole revealed that the tropanyl 3'-center was quite sensitive to acid-catalyzed epimerization. The carbocyclic …