Miao Qi, Shao Zhong, Shi Cuiying, Ma Lifang, Wang Fang, Fu Ruoqi, Gao Haochen, Li Ziyuan
Department of Pharmaceutical and Biological Engineering, School of Chemical Engineering, Sichuan University, Chengdu 610065, China.
Chem Commun (Camb). 2019 Jun 20;55(51):7331-7334. doi: 10.1039/c9cc02739d.
A TEMPO-catalysed direct amination of arene through C-H bond cleavage employing N-fluorobenzenesulfonimide (NFSI) as the amination reagent in good to excellent yields with broad arene scope in the absence of any metal, ligand or additive is reported. Unlike previous transition metal-catalysed aminations in which high reaction temperatures are usually necessary, this novel reaction at room temperature is the first example of C-H amination with NFSI that is realised via organocatalysis. The probable mechanism of this concise amination is also proposed.
报道了一种在无任何金属、配体或添加剂的情况下,以N-氟苯磺酰亚胺(NFSI)为胺化试剂,通过C-H键裂解实现TEMPO催化的芳烃直接胺化反应,该反应产率良好至优异,芳烃范围广泛。与之前通常需要高温的过渡金属催化胺化反应不同,这种在室温下进行的新型反应是通过有机催化实现的首例用NFSI进行的C-H胺化反应。还提出了这种简洁胺化反应的可能机理。