Mild and Efficient Copper-Catalyzed Amination of Aryl Bromides with Primary Alkylamines was written by Kwong, Fuk Yee;Buchwald, Stephen L.. And the article was included in Organic Letters in 2003.Electric Literature of C11H15NO2 This article mentions the following:
An efficient copper-catalyzed amination of aryl bromides with primary alkylamines was developed that uses com. available diethylsalicylamide as the ligand. This amination reaction can be performed at 90 °C in good yield. A variety of functional groups are compatible with these reaction conditions. Preliminary results show that this reaction can be carried out under solvent-free conditions with comparable yields. In the experiment, the researchers used many compounds, for example, N,N-Diethylsalicylamide (cas: 19311-91-2Electric Literature 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.Electric Literature of C11H15NO2
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics