The rearrangement of 3a,4,5,6‐tetrahydrosuccinimido[3,4‐b]acenaphthen‐10‐one and two methylated derivatives using Schmidt conditions is described. The ratio of the major product, 2,3,8,9‐tetrahydro‐3‐oxo‐1H‐benz[de]isoquinoline‐1,9a‐(7H)dicarboximide, to the minor product, 2,3,6,7‐tetrahydro‐3‐oxo‐4H‐benz[ij]‐isoquinoline‐4,4a‐(5H)dicarboximide, under different acidic conditions is given. The ratios of analogous products from the methylated derivatives are similar under similar conditions.
The syntheses of two compounds, which are fused‐ring succinimides, prepared as potential anticon‐vulsants, are described. The compounds are 3,4,5,6‐tetrahydro‐7‐methyl‐6‐oxoindeno[7,1‐bc]thiepin‐4a,5‐(2H)dicarboximide and 6,7,8,9‐tetrahydro‐2‐oxo‐1H‐benz[cd]azulene‐1,9a‐(2H)dicarboximide. The spirodioxolane of the latter compound was also prepared by ketalization.
Aus dem kondensierten Isochinolinderivat (I) werden nach Alkylierung zu (II) oder Schwefelung zu (IV) die substituierten geschwefelten Analoga (III) hergestellt.
Bei der Lactamisierung nach Schmidt erhält man aus den Ketonen (I) die isomeren Lactame (II) und (III), deren Anteile in Relation zu den ä Substituenten und den Bedingungen bestimmt werden.
Aus dem bekannten Keton (I) erhält man mit Malononitril das Dicyanomethylenderivat (II), das mit Schwefelsäure zu (III) und verschiedenen Isomeren cyclisiert wird.
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