251089-08-4

Upstream product

• 16714-25-3 2-azidobenzaldehyde 
• 23308-83-0 (2-nitrobenzyl)triphenylphosphonium bromide 

Downstream Products

• 69395-24-0 (E)-2-amino-2'-nitrostilbene 
• 114414-78-7 neocryptolepine 
• 197524-37-1 1-methyl-3-(o-aminophenyl)-1H-quinoline-2-one 
• 365529-80-2 C₁₅H₁₀N₂O₃ 
• 251089-10-8 3-(o-nitrophenyl)-1H-quinoline-2-one 
• 251089-12-0 1-methyl-3-(o-azidophenyl)-1H-quinoline-2-one 
• 251089-11-9 1-methyl-3-(o-nitrophenyl)-1H-quinoline-2-one 

Relevant academic research and scientific papers

A novel approach to the indoloquinoline alkaloids cryptotackieine and cryptosanguinolentine by application of cyclization of o-vinylsubstituted arylheterocumulenes

1-Methyl-3-(o-azidophenyl)quinoline-2-one prepared by cyclization of the corresponding o-vinylsubstituted isocyanate under microwave irradiation is directly converted into cryptotackieine 1 by an intramolecular aza-Wittig reaction with trimethylphosphine; alternatively heating followed by reduction of the resulting indoloquinoline derivative provided cryptosanguinolentine 2.

A divergent approach to cryptotackieine and cryptosanguinolentine alkaloids

A seven-step synthesis of the 1-methyl-3-(o-azidophenyl)quinolin-2-one, a common intermediate for the synthesis of the cryptotackieine and cryptosanguinolentine alkaloids, is described. This intermediate is directly converted into cryptotackieine 1 by an intramolecular aza-Wittig reaction with trimethylphosphine; alternatively heating followed by reduction of the resulting indoloquinoline derivative provided cryptosanguinolentine 2.