Direct Hydroxylation and Amination of Arenes via Deprotonative Cupration was written by Tezuka, Noriyuki;Shimojo, Kohei;Hirano, Keiichi;Komagawa, Shinsuke;Yoshida, Kengo;Wang, Chao;Miyamoto, Kazunori;Saito, Tatsuo;Takita, Ryo;Uchiyama, Masanobu. And the article was included in Journal of the American Chemical Society in 2016.Computed Properties of C11H15NO2 This article mentions the following:
Deprotonative directed ortho cupration of aromatic/heteroaromatic C-H bond and subsequent oxidation with t-BuOOH furnished functionalized phenols in high yields with high regio- and chemoselectivity. DFT calculations revealed that this hydroxylation reaction proceeds via a copper (I → III → I) redox mechanism. Application of this reaction to aromatic C-H amination using BnONH2 efficiently afforded the corresponding primary anilines. These reactions show broad scope and good functional group compatibility. Catalytic versions of these transformations are also demonstrated. In the experiment, the researchers used many compounds, for example, N,N-Diethylsalicylamide (cas: 19311-91-2Computed Properties of C11H15NO2).
N,N-Diethylsalicylamide (cas: 19311-91-2) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors. Ionic, or saltlike, amides are strongly alkaline compounds ordinarily made by treating ammonia, an amine, or a covalent amide with a reactive metal such as sodium.Computed Properties of C11H15NO2
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics