2-Azaanthraquinones: Building Blocks for New Ring-Fused Imidazoles and their Transformation into Benzo[f]isoindole-4,9-diones
2005 ◽
Vol 60
(7)
◽
pp. 771-779
◽
The modification of 2-azaanthraquinones with selected C1 building blocks gives a series of new imidazo-fused derivatives. Employing 2,3-dichloro-5,6-dicyanopyrazine as cyclization partner a rearrangement to yield derivatives of benzo[f ]isoindole-4,9-dione takes place. The Sonogashira crosscoupling reaction of the aminalester derivative of the azaanthraquinone resulted in well soluble silyl substituted acetylenes as well as ethinyl aniline which allows further derivatization reactions.