Copper(I)-Catalyzed Coupling Cyclization of Methyl Perfluoroalk-2-ynoates with 2-Aminobenzonitriles: Synthesis of 2-Perfluoroalkylated Quinolines was written by Han, Jing;Cao, Long;Bian, Linglin;Chen, Jie;Deng, Hongmei;Shao, Min;Jin, Zhijun;Zhang, Hui;Cao, Weiguo. And the article was included in Advanced Synthesis & Catalysis in 2013.Product Details of 1483-54-1 This article mentions the following:
An efficient route to 2-perfluoroalkylated quinoline derivatives through the copper(I)-mediated coupling-cyclization of 2-aminobenzonitriles with Me perfluoroalk-2-ynoates is described. Moderate to excellent yields have been achieved under mild conditions. E.g., in presence of CuBr and piperidine in DMSO, coupling-cyclization of 2-H2NC6H4CN and CF3C椤氬挵CO2Me gave 94% 2-perfluoroalkylated quinoline derivative (I). The reaction mechanism is also discussed. In the experiment, the researchers used many compounds, for example, 2-Amino-4-(trifluoromethyl)benzonitrile (cas: 1483-54-1Product Details of 1483-54-1).
2-Amino-4-(trifluoromethyl)benzonitrile (cas: 1483-54-1) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).Product Details of 1483-54-1
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts