1‐Methyl‐2‐and 1‐methyl‐3‐(1‐methyl‐1,2,3,6‐tetrahydro‐4‐pyridyl)‐indole undergo 1,4‐cycloaddition (formally of the DIELS‐ALDER‐type) with N‐phenyl‐maleimide, leading to the pentacyclic compounds III and IV. Copyright © 1968 Verlag GmbH & Co. KGaA, Weinheim