100514-13-4Relevant articles and documents
Copper-Catalyzed Cyclization of Aryl Amines and Aryldiazonium Salts under Air: Access to N-2-Aryl-Naphthotriazoles
Zhu, Chuanle,Zeng, Hao,Chen, Fulin,Liu, Chi,Jiang, Huanfeng
supporting information, p. 5149 - 5159 (2019/11/03)
A catalytic and step economic protocol for the construction of N-2-aryl-naphthotriazoles via copper-catalyzed cyclization of aryl amines and aryldiazonium salts is reported. With dioxygen in the air as termial oxidants under copper catalysis, various N-2-aryl-naphthotriazoles were synthesized in high yields. Importantly, this protocol features the sufficient inhibition of the classic C-N2 bond cleavage process of aryldiazonium tetrafluoroborates under copper catalysis and the undesired dehydrogenative coupling of aryl amines under oxidative conditions. Preliminary mechanistic studies indicated that a radical procedure might not be involved in this transformation. In addition, simple decoration of the obtained compounds delivers novel and attractive tetraphenylethylene moiety containing N-2-aryl-naphthotriazole derivatives. (Figure presented.).