61845-56-5Relevant academic research and scientific papers
Quinoline Nitroxide Radicals. Ipso-Attack in the Reaction between 2-Methoxy and 2-Cyanoquinoline N-oxide, and Phenylmagnesium Bromide
Colonna, Martino,Greci, Lucedio,Poloni, Marino
, p. 293 - 297 (2007/10/02)
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.
