Tungsten-Catalyzed Direct N-Alkylation of Anilines with Alcohols was written by Lan, Xiao-Bing;Ye, Zongren;Yang, Chenhui;Li, Weikang;Liu, Jiahao;Huang, Ming;Liu, Yan;Ke, Zhuofeng. And the article was included in ChemSusChem in 2021.Product Details of 10282-32-3 This article mentions the following:
A tungsten-catalyzed N-alkylation reaction of anilines with primary alcs. via BH/HA (Borrowing Hydrogen/Hydrogen Autotransfer) were reported. This phosphine-free W(phen)(CO)4 (phen = 1,10-phenthroline) system was demonstrated as a practical and easily accessible in-situ catalysis for a broad range of amines and alcs. (up to 49 examples, including 16 previously undisclosed products). Notably, this tungsten system tolerated numerous functional groups, especially the challenging substrates with sterically hindered substituents or heteroatoms. Mechanistic insights based on exptl. and computational studies were provided. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Product Details of 10282-32-3).
4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. Nitrile function is a very important functional group because it can be manipulated to other functional groups such as carboxylic acid by hydrolysis or amine by reduction, respectively. In conventional organic reductions, nitrile is reduced by treatment with lithium aluminium hydride to the amine. Reduction to the imine followed by hydrolysis to the aldehyde takes place in the Stephen aldehyde synthesis, which uses stannous chloride in acid.Product Details of 10282-32-3
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts