956111-71-0

Upstream product

• 33421-43-1 2,2'-bipyridyl N-oxide 
• 109-04-6 2-bromo-pyridine 
• 694-59-7 pyridine N-oxide 

Downstream Products

• 1451255-10-9 C₂₆H₁₉N₃OPt 
• 1451255-11-0 N-phenyl-2,2′-bipyridin-6-amine 

Relevant academic research and scientific papers

Palladium-Catalyzed Directed Halogenation of Bipyridine N-Oxides

The palladium-catalyzed directed C-H halogenation of bipyridine N-oxides was investigated. Using NCS or NBS (N-chloro- or N-bromosuccinimide) and 5 mol % Pd(OAc)2 in chlorobenzene (0.10 molar) at 110 °C, pyridine-directed functionalization took place and 3-chloro- or 3-bromobipyridine N-oxides were obtained in high yields. The reaction is sensitive to steric hindrance by 4- and 6′-substituents. Only in the latter case, where coordination of palladium by the pyridine is hindered, 3′-halogenation directed by the N-oxide function was observed. The halogenated products were deoxygenated by PCl3 or PBr3.