Abstract
2-(2-Hydroxyethyl)-N-[2-phenoxyethyl]benzamides and 2-(2-hydroxyethyl)-N-[2-phenylpropyl]benzamides have been prepared from 2-phenoxyethyl- or 2-phenylpropylamines and isochroman-1-one. Applying Bischler-Napieralski reaction, a tetracyclic isoquinolino[2,1-d][1,4]benzoxazepine and a isoquinolino[1,2-a][2]benzazepine could be obtained. The titled compounds representing novel 11 membered heterocycles could be prepared by subsequent ring cleavage under Birch conditions after quaternisation with methyl iodide. They are considered to be ligands for dopamine receptors. NMR spectral data indicate different conformations for the two azacycloundecene derivatives.
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