Synthesis of 2-Arylquinoline and 2-Aryl-4-quinolone Alkaloids via Diels-Alder Reaction of 1, 2, 3-Benzotriazine with Enamines

Abstract

Synthesis of the 2-arylquinoline alkaloids, 2-phenylquinoline and dubamine, and the 2-arylquinolone alkaloids, 1-methyl-2-phenyl-4-quinolone, graveoline, reevesiamine-A, and eduline, was accomplished by the Diels-Alder reaction of 1, 2, 3-benzotriazine with enamines as a kye step.