109306-07-2

Upstream product

• 109306-01-6 3,4-dimethoxy-2-nitro-6-(trimethylsilylethynyl)benzonitrile 
• 109305-99-9 6-bromo-3,4-dimethoxy-2-nitrobenzonitrile 
• 109305-96-6 6-bromo-3,4-dimethoxy-2-nitrobenzaldehyde 
• 36225-16-8 6-bromo-4-hydroxy-3-methoxy-2-nitrobenzaldehyde 
• 109306-02-7 6-(2,2-dimethoxyethyl)-3,4-dimethoxy-2-nitrobenzonitrile 

Relevant academic research and scientific papers

CONDENSED HETEROAROMATIC RING SYSTEMS. IX. TOTAL SYNTHESIS OF AAPTAMINE

A five-step synthesis of aaptamine, a marine alkaloid containing a benzonaphthyridine ring, from 6,7-dimethoxy-8-nitro-1(2H)-isoquinolone was accomplished in satisfactory yield.As a basis for the above synthesis, a facile preparation of 6,7-dimethoxy-1(2H)-isoquinolones from 3,4-dimethoxybenzaldehydes was developed using the palladium-catalyzed reaction of o-bromobenzaldehyde derivatives with trimethylsilylacetylene as a key reaction.Keywords-synthesis; aaptamine; palladium-catalyzed reaction; trimethylsilylacetylene; 6,7-dimethoxy-1(2H)-isoquinolone