Hydrogen Transfer-Mediated Multicomponent Reaction for Direct Synthesis of Quinazolines by a Naphthyridine-Based Iridium Catalyst was written by Tan, Zhenda;Fu, Zhongxin;Yang, Jian;Wu, Yang;Cao, Liang;Jiang, Huanfeng;Li, Juan;Zhang, Min. And the article was included in iScience in 2020.Synthetic Route of C8H9NO3 This article mentions the following:
The development of a novel 2-(4-methoxyphenyl)-1,8-naphthyridine-based iridium (III) complex is reported, which exhibits excellent catalytic performance toward a new hydrogen transfer-mediated annulation reaction of 2-nitrobenzylic alcs. R-2-NO2C6H3CHR1OH (R = H, 5-Me, 3-Me, 5-MeO, 5-Cl, 4-Br, etc.; R1 = H, Me, Ph) with alcs. R2CH2OH (R2 = C6H5, 3-ClC6H4, 4-CNC6H4, 1-naphthyl, 3-pyridyl, hexyl, etc.) and ammonia. The catalytic transformation proceeds with the striking features of good substrate and functional group compatibility, high step and atom efficiency, no need for addnl. reductants, and liberation of H2O as the sole byproduct, which endows a new platform for direct access to valuable quinazolines I (R = H, 6-Me, 6-OMe, 7-Br, 4-Me, etc.). Mechanistic investigations suggest that the non-coordinated N-atom in the ligand serves as a side arm to significantly promote the condensation process by hydrogen bonding. In the experiment, the researchers used many compounds, for example, (3-Methyl-2-nitrophenyl)methanol (cas: 80866-76-8Synthetic Route of C8H9NO3).
(3-Methyl-2-nitrophenyl)methanol (cas: 80866-76-8) belongs to alcohols. Similar to water, an alcohol can be pictured as having an sp3 hybridized tetrahedral oxygen atom with nonbonding pairs of electrons occupying two of the four sp3 hybrid orbitals. Converting an alcohol to an alkene requires removal of the hydroxyl group and a hydrogen atom on the neighbouring carbon atom. Dehydrations are most commonly carried out by warming the alcohol in the presence of a strong dehydrating acid, such as concentrated sulfuric acid.Synthetic Route of C8H9NO3
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts