Reaction of aromatic N-oxides with dipolarophiles. XV. Formation of the 1,5-sigmatropy products and their double ene reaction products was written by Matsuoka, Toshikazu;Ono, Kikuma;Harano, Kazunobu;Hisano, Takuzo. And the article was included in Chemical & Pharmaceutical Bulletin in 1991.Related Products of 3718-65-8 This article mentions the following:
The pericyclic reaction of 3,5-dimethylpyridine N-oxide with maleimides I ( R = Bu, Ph, substituted Ph) gave furopyridine cycloadducts II formed by the 1,5-sigmatropic rearrangement of the primary exo-cycloadducts. The mol. structure of II (R = Bu) was determined the by the x-ray crystallog. method. In the reaction of 2-alkylpyridine N-oxides III ( R1 = 3-, 5-Me, 5-Et) with N-substituted maleimides, a series of 1:3 ene reaction products of the type IV (R = Ph, substituted Ph, Bu) were obtained. The primary exo-cycloadducts readily transform into the endo-1,5-sigmatropic rearrangement products, which again react with two mols. of N-substituted maleimide to give the 1:3 ene reaction products. The observed reaction behavior and plausible reaction pathways are discussed in terms of frontier MO considerations. In the experiment, the researchers used many compounds, for example, 3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8Related Products 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. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Related Products of 3718-65-8