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, reevesianine-A, and eduline, was accomplished by the Diels-Alder reaction of 1,2,3-benzotriazine with enamines as a key step.