Abstract:
We have come across a substrate namely, 5-
benzoyl-pyrrolo[2,1-a]isoquinoline in which three different
functionalizable C−H bonds were identified that could be
judiciously transformed site selectively for the generation of
complex polyring fused N-heterocycles. A Pd-catalyzed crossdehydrogenative
coupling of 5-benzoyl-pyrrolo[2,1-a]isoquinoline
afforded 8H-indeno-pyrrolo[2,1-a]isoquinolinone and an oxygen
induced palladium catalyzed selective C−H amination in the same
substrate provided a pentacene viz., 9H-indolo-pyrrolo[2,1-a]-
isoquinoline. We also observed the formation of a multiring fused
benzazepine scaffold by the site selective C−H amination in 5-(4-
nitro benzoyl)-pyrrolo[2,1-a]isoquinoline.
