420119-24-0

Upstream product

• 73731-08-5 1-phenyl-1H,3H,5H-oxazolo[3,4-a]quinolin-3-one 
• 73717-35-8 methyl N-benzoyl-1,2,3,4-tetrahydroquinoline-2-carboxylate 
• 73717-41-6 N-benzoyl-1,2,3,4-tetrahydroquinoline-2-carboxylic acid 
• 63430-79-5 1,2,3,4-tetrahydro-quinoline-2-carboxylic acid methyl ester 
• 93-10-7 quinoline-2-carboxylic acid 
• 103-71-9 phenyl isocyanate 
• 420119-23-9 methyl 1,2,7,7a-tetrahydro-1aH-cyclopropa[b]quinoline-1a-carboxylate 

Relevant academic research and scientific papers

Synthesis of 1,2,7,7a-tetrahydro-1aH-cyclopropa[b]quinoline-1a-carboxylic acid derivatives, doubly constrained ACC derivatives, by a remarkable cyclopropanation process

Reaction of N-benzoyl-1,2,3,4-tetrahydroquinoline-2-carboxylic acid with acetic anhydride resulted in 1H,3H,5H-oxazolo[3,4-a]quinolin-3-one derivative 13. Different cyclopropanation processes were applied to 13, but only diazomethane in the presence of water furnished the hitherto unknown methyl 1,2,7,7a-tetrahydro-1aH-cyclopropa[b]quinoline-1a-carboxylate 14, which can be considered as a doubly constrained 1-aminocyclopropane-1-carboxylic acid system. The mechanism of the cyclopropanation was studied in detail. The new ACC ester 14 was transformed into fused tetracyclic hydantoin derivatives, which comprised a new type of heterocyclic system.