Synthesis of 2-(2-Hydroxyaryl)-4H-benzo[e][1,3]oxazin-4-ones by Palladium-Catalyzed C(sp2)-H Hydroxylation via Electro-chemical Oxidation was written by Wu, Hongfeng;An, Qi;He, Chaoyin;Fan, Xiaodong;Guo, Weihao;Zuo, Minghui;Xu, Chunzhao;Guo, Rui;Chu, Wenyi;Sun, Zhizhong. And the article was included in Advanced Synthesis & Catalysis in 2020.Related Products of 49667-22-3 This article mentions the following:
An electrochem. direct ortho-hydroxylation of 2-aryl-4H-benzo[e][1,3]oxazin-4-ones I (R1 = Ph, 4-chlorophenyl, 2-naphthyl, furan-3-yl, etc.; R2 = H, 7-Me, 6-Cl, etc.) was developed with Pd(OAc)2 as catalyst, oxazine ring as a directing group and Oxone as the hydroxylation reagent. A series of hydroxylation products II (R3 = 2-hydroxyphenyl, 2-hydroxy-4-chlorophenyl, 2-hydroxyfuran-3-yl, etc.) was obtained under mild conditions, and the yields were from medium to good. This method is characterized by good functional group tolerance and a wide range of substrates. More importantly, anodic oxidation is used to avoid the use of potentially toxic and polluting oxidants. A gram-scale direct electrochem. hydroxylation of 2-phenyl-4H-benzo[e][1,3]oxazin-4-one was performed, and the hydroxylation product, 2-(2-hydroxyphenyl)-4H-benzo[e][1,3]oxazin-4-one was applied to synthesize the drug deferasirox. In addition, the single crystal of 2-(2-hydroxyphenyl)-4H-benzo[e][1,3]oxazin-4-one was obtained and determined by X-ray diffraction. Finally, the reaction mechanism was proposed and verified by cyclic voltammetry (CV). This protocol also provides an alternative electrochem. hydroxylation methodol. for the functionalization of mols. In the experiment, the researchers used many compounds, for example, 2-Hydroxy-4-methylbenzamide (cas: 49667-22-3Related Products of 49667-22-3).
2-Hydroxy-4-methylbenzamide (cas: 49667-22-3) belongs to amides. Amides can be viewed as a derivative of a carboxylic acid RC(=O)OH with the hydroxyl group –OH replaced by an amine group −NR′R″; or, equivalently, an acyl (alkanoyl) group RC(=O)− joined to an amine group. In simple aromatic amides, fragmentation occurs on both sides of the carbonyl group. If a hydrogen is available in N-substituted aromatic amides, it tends to migrate and form an aromatic amine and the loss of a ketene.Related Products of 49667-22-3
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics