Untersuchungen zur Chemie von Isoindolen und Isoindoleninen, XXXVI1. Reaktionen von 2‐Alkyl‐2H‐isoindolen mit Maleinimiden

Studies on the Chemistry of Isoindoles and Isoindolenines, XXXVI ‐ Reactions of 2‐Alkyl‐2H‐isoindoles with Maleic Imides 2‐Alkyl‐2H‐isoindoles 2 react with maleic imides 4 exclusively in position 1 and 3 by cycloaddition to form Diels‐Alder adducts. The transformation of the endo isomers 6 into the thermodynamically more stable exo isomers 7 depends on the dienophile. The cycloaddition is useful for analytical detection of o‐quinoid hetarenes 2 and for the synthesis of 7‐azabicyclo[2.2.1]heptenes.