NHPI and palladium cocatalyzed aerobic oxidative acylation of arenes through a radical process was written by Liang, Yu-Feng;Wang, Xiaoyang;Tang, Conghui;Shen, Tao;Liu, Jianzhong;Jiao, Ning. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2016.COA of Formula: C11H9NO This article mentions the following:
The NHPI and palladium cocatalyzed radical oxidative acylation of arenes with aldehydes and alcs. as acyl equivalent via selective carbon hydrogen bond (C-H bond) functionalization has been described. Mol. oxygen, the most environmentally friendly oxidant, was used as the terminal oxidant in this catalytic cycle (green chem. method). The synthesis of the target compounds was achieved using palladium(II) acetate and 2-hydroxy-1H-isoindole-1,3(2H)-dione [i.e., N-(hydroxy)phthalimide, NHPI] as catalyst combination. Starting materials included benzaldehyde derivatives and oxime ethers, such as 1-(phenyl)ethanone O-(methyl)oxime [i.e., acetophenone oxime Me ether], di-Ph methanone O-(methyl)oxime, 4H-1-benzopyran-4-one O-(methyl)oxime, 1-phenyl-1-propanone O-(methyl)oxime, 1-phenyl-1-heptanone O-(methyl)oxime. Arene reactants included benzo[h]quinoline, 1-phenyl-1H-pyrazole, 2-(phenyl)pyridine, 2-(phenoxy)pyridine, 9-(1-methylethyl)-6-phenyl-9H-purine, 1,2-diphenyldiazene (azobenzene), N-(phenyl)acetamide. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0COA of Formula: C11H9NO).
2-Phenoxypyridine (cas: 4783-68-0) 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.COA of Formula: C11H9NO