55171-64-7

Upstream product

• 1620902-98-8 6,7-methylenedioxy-1-(2,2,2-trichloromethylcarbonylamino)naphthalene 
• 1620902-92-2 6,7-methylenedioxy-1-(2,2,2-trichloromethylcarbonylamino)-1,4-dihydronaphthalene 
• 1620902-84-2 (2E)-3-(2-allyl-4,5-methylenedioxyphenyl)prop-2-en-1-ol 
• 1620902-77-3 ethyl (2E)-3-(2-allyl-4,5-methylenedioxyphenyl)prop-2-enoate 
• 86838-09-7 ethyl (2E)-3-(2-bromo-4,5-methylenedioxyphenyl)prop-2-enoate 
• 53811-49-7 naphtho[2,3-d][1,3]dioxol-5-amine 
• 55171-61-4 2-bromo-4,5-dimethoxybenzoyl chloride 
• 6286-46-0 2-bromo-4,5-dimethoxybenzoic acid 

Downstream Products

• 18034-03-2 nornitidine 
• 66471-32-7 2-bromo-4,5-dimethoxy-N-methyl-N-(6′,7′-methylenedioxynaphthalen-1-yl)benzamide 
• 548-31-2 oxynitidine 

Relevant academic research and scientific papers

Preparation of amino-substituted indenes and 1,4-dihydronaphthalenes using a one-pot multireaction approach: Total synthesis of oxybenzo[c]phenanthridine alkaloids

Allylic trichloroacetimidates bearing a 2-vinyl or 2-allylaryl group have been designed as substrates for a one-pot, two-step multi-bond-forming process leading to the general preparation of aminoindenes and amino-substituted 1,4-dihydronaphthalenes. The synthetic utility of the privileged structures formed from this one-pot process was demonstrated with the total synthesis of four oxybenzo[c]phenanthridine alkaloids, oxychelerythrine, oxysanguinarine, oxynitidine, and oxyavicine. An intramolecular biaryl Heck coupling reaction, catalyzed using the Hermann-Beller palladacycle was used to effect the key step during the synthesis of the natural products.