Isoquinolinedione derivative

Heteroatoms can also participate in the ring expansion reaction mentioned above. For example, a hydroxyl methoxyallenylphthalan gave rise to a 4-isochromanone derivative. A hydroxymethoxyallenylisoindolinone afforded an isoquinolinedione derivative efficiently (Scheme 16.23) [27, 28]. 

By electrolysis of 2-bromoamides in DMF the aminal esters (492 Scheme 89) are accessible. In the reaction of benzoylphenyl ketene with the isoquinolinedione (493) the heterocyclic aminal ester (494) is formed. Another heterocyclic aminal ester (496) was obtained from a hydrazinoyl chloride and a benzoxazine derivative (495). ... 

Pyranopyridines have been obtained by a one-pot reaction of 10 and unsaturated ketones. Benzopyranopyridines 109 have been prepared from isoquinolinediones 108. Another synthesis was performed by condensation of an u-hydroxyaraldehyde with a cyclic methyl ketone followed by treatment with 10. Pyranobenzodiazepines 111 have been obtained by condensation of 10 with benzodiazepinones 110 4-Dicyanomethylene-l,3-benzoxazines 113 were formed by treating dithiazolidine derivatives 112 with 10. ... 

---