Organic dye-photocatalyzed fluoroalkylation of heteroarene-N-oxide derivatives was written by Lantano, Beatriz;Barata-Vallejo, Sebastian;Postigo, Al. And the article was included in Organic & Biomolecular Chemistry in 2018.COA of Formula: C7H9NO This article mentions the following:
The first direct CHet-H perfluoroalkylation reaction of heteroaromatic N-oxides to synthesize perfluoroalkylated heteroaryl N-oxides, e.g. I (R = C3F7, C4F9, C6F13), was achieved through a visible light-photocatalyzed reaction in the presence of com. available perfluoroalkyl iodides and a base in DMF using Rose Bengal as organic photocatalyst. The reactions proceeded in the absence of transition metals and could be scaled up. Through an acid-catalyzed transformation of the perfluoroalkylated N-oxides I thus obtained, the first direct synthesis of 2-(perfluoroalkyl)benzo[f][1,3]oxazepines II was achieved. De-oxygenation of the resulting perfluoroalkylated heteroaromatic N-oxides led to high yielding and regioselective radical perfluoroalkylation protocols of heteroaromatic compounds In the experiment, the researchers used many compounds, for example, 3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8COA of Formula: C7H9NO).
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). One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.COA of Formula: C7H9NO