Selective synthesis of 2-substituted pyridine N-oxides via directed ortho-metalation using Grignard reagents was written by Andersson, Hans;Gustafsson, Magnus;Olsson, Roger;Almqvist, Fredrik. And the article was included in Tetrahedron Letters in 2008.Product Details of 3718-65-8 This article mentions the following:
Addition of i-PrMgCl to pyridine N-oxides in THF at -78 °C generates selectively an ortho-metalated species, which can be trapped with various electrophiles to generate 2-substituted pyridine N-oxides. Furthermore, by applying a double metal-catalyzed cross-coupling, direct arylation of the pyridine N-oxides is achieved. In the experiment, the researchers used many compounds, for example, 3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8Product Details of 3718-65-8).
3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Product Details of 3718-65-8