29312-45-6

Upstream product

• 21236-85-1 quinoline-4-carbonitrile 1-oxide 
• 2973-26-4 2-phenyl-4-quinolinecarbonitrile 
• 29197-45-3 2-phenyl quinoline-4-carboxamide 

Downstream Products

• 74831-35-9 C₂₂H₁₅N₂O 
• 74831-37-1 1-Hydroxy-2,2-diphenyl-1,2-dihydro-quinoline-4-carbonitrile 

Relevant academic research and scientific papers

Quinoline Nitroxide Radicals. Ipso-Attack in the Reaction between 2-Methoxy and 2-Cyanoquinoline N-oxide, and Phenylmagnesium Bromide

2-Methoxy and 2-cyanoquinoline N-oxide, when treated with phenylmagnesium bromide, undergo a nucleophilic ipso-attack at C-2, yielding, by elimination of methoxymagnesium bromide or cyanomagnesium bromide, the corresponding 2-phenylquinoline N-oxides, which react with the excess of Grignard reagents forming 2,2-diphenylquinoline 1-oxyls.Even when the methoxy and cyano groups are in position 4, the attack by the Grignard reagent takes place at C-2 giving 2-phenylquinolines and 2-phenylquinoline N-oxides by elimination by hydroxymagnesium bromide and bromomagnesium hydride, respectively; the formation of 2,2-diphenylquinoline 1-oxyls in these reactions is discussed.