A five-step synthesis of aaptamine, a marine alkaloid containing a benzo[d,e][l,6]naphthy-ridine ring, from 6,7-dimethoxy-8-nitro-l(2H)-isoquinolone was accomplished in satisfactory yield. As a basis for the above synthesis, a facile preparation of 6,7-dimethoxy-l(2H)-isoquinolones from 3,4-dimethoxybenzaldehydes was developed using the palladium-catalyzed reaction of o-bromo-benzaldehyde derivatives with trimethylsilylacetylene as a key reaction.
- 6,7-dimethoxy-1 (2H)-isoquinolone
- palladium-catalyzed reaction
ASJC Scopus subject areas
- Drug Discovery