Synthesis of 2-Substituted Pyridines via a Regiospecific Alkylation, Alkynylation, and Arylation of Pyridine N-Oxides was written by Andersson, Hans;Almqvist, Fredrik;Olsson, Roger. And the article was included in Organic Letters in 2007.Application In Synthesis of 3,5-Dimethylpyridine 1-oxide This article mentions the following:
Sequential addition of Grignard reagents to pyridine N-oxides in THF at room temperature followed by treatment with acetic anhydride at 120 °C afforded 2-substituted pyridines, e.g. I (R = H), in good to high yields. Furthermore, by exchanging acetic anhydride for DMF in the second step, a 2-substituted pyridine N-oxide II was obtained, as an intermediate suitable for addition of a second Grignard reagent for the synthesis of 2,6-disubstituted pyridines I (R = Ph, p-MePh). In the experiment, the researchers used many compounds, for example, 3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8Application In Synthesis of 3,5-Dimethylpyridine 1-oxide).
3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Application In Synthesis of 3,5-Dimethylpyridine 1-oxide