61845-52-1Relevant academic research and scientific papers
ON THE REACTION MECHANISM OF HETEROAROMATIC N-OXIDES WITH 5-HEXENYLMAGNESIUM BROMIDE
Eberson, Lennart,Cardellini, Liberato,Greci, Lucedio,Poloni, Marino
, p. 35 - 40 (2007/10/02)
The reactions of quinoline N-oxide, 1a, 2-cyano-, 1b, and 4-cyano-quinoline N-oxide, 1c, and 2-phenyl-3-phenylimino-3H-indole N-oxide, 9, with 5-hexenylmagnesium bromide have been studied in order to obtain an insight into the reaction mechanism (electron transfer vs. nucleophilic attack).Only the strongest oxidant, i.e. 9 (Ered = -0.74 V vs.NHE), gave any positive indication of an electron-transfer (ET) mechanism, in that a product with partially (20percent) cyclized structure (5-hexenyl to cyclopentylmethyl) could be isolated.
