Untersuchungen zur Chemie von Isoindolen und Isoindoleninen, XXXVIII [1,2] / Studies on the Chemistry of Isoindoles and Isoindolenines, XXXVIII [1,2]

Abstract

3-Alkoxy-1 H-isoindoles bearing substituents at the five-membered ring have been synthesized starting with substituted isoindoline-1-ones via regiospecific O-alkylation with trialkyl oxonium tetrafluoroborates or alkyl trifluoromethanesulfonates and subsequent NH-deprotonation. The dependence of spectroscopic properties on the substituents has been investigated. The heterocyclic imidates exist exclusively in the benzenoid 1H-structure; the tautomeric o-quinonoid 2 H-form cannot be detected by spectroscopic means.