67274-82-2

Upstream product

• 84499-27-4 3-chloro-2-(2-hydroxy-5-nitrophenyl)pyridine 
• 84499-29-6 2-(2-hydroxy-5-nitrophenyl)-3-iodopyridine 
• 83702-39-0 3-Bromo-2-(2-hydroxy-5-nitrophenyl)pyridine 
• 84499-14-9 3-chloro-1-(p-nitrophenoxy)pyridinium tetrafluoroborate 
• 84499-20-7 3-iodo-1-(p-nitrophenoxy)pyridinium tetrafluoroborate 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 

Relevant academic research and scientific papers

Straightforward synthesis of 11H-indolo[3,2-c]isoquinoline and benzofuro[3,2-c]isoquinoline by ring transformation

An efficient method was established for the synthesis of 11H-indolo[3,2-c]isoquinoline and benzofuro[3,2-c]isoquinoline using thermal ring transformation of a benzisoxazolo[2,3-a]isoquinoline salt.

Base-Catalyzed Rearrangement of N-(Aryloxy)pyridinium Salts. Effect of a 3-Substituent in the Pyridine Ring upon Orientation. Synthesis of Novel Tricyclic Rings

The orientation in the base-catalyzed rearrangement of 3-substituted N-(aryloxy)pyridinium tetrafluoroborates (5) to 2- or 6-(2-hydroxyaryl)pyridines has been studied.A 3-methyl group directs exclusively to the 6-position while inductively electron-withdrawing substituents (Cl, Br, I, OMe, CO2Me, COMe) direct mainly, if not exclusively, to C-2.The phenols derived from 3-CO2Me derivates cyclize spontaneously to the substituted pyridocoumarins (8) in useful yields, and that from the 3-COMe compound gives 10-hydroxy-10-methyl-6-nitropyridobenzopyran (9).The 3-halo-2-(2-hydroxyaryl)pyridines cyclize to benzofuropyridines(10,15) on heating with potassium hydroxide and copper powder.Authentic benzofuropyridine (12) is obtained by the Pschorr ring closure of the diazonium salt of 3-(o-aminophenoxy)pyridine (14).The substituent effects are explained mainly on the basis of the inductive effect of the substituent: steric effects play a slight role.A minor side reaction is thought to involve the intermediacy of free radicals.