16112-14-4

Upstream product

• 459-44-9 4-methylbenzenediazonium tetrafluoroborate 
• 91-59-8 naphthalen-2-ylamine 
• 129583-27-3 (2-Chloro-naphthalen-1-yl)-p-tolyl-diazene 
• 10146-04-0 1-p-Tolylazo-naphthalen-2-ylamine 

Relevant academic research and scientific papers

Copper-Catalyzed Cyclization of Aryl Amines and Aryldiazonium Salts under Air: Access to N-2-Aryl-Naphthotriazoles

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.).

A Simple Route to 2H-Naphtho1,2,3-triazoles

1-Arylazo-2-chloro-naphthalenes 9a-9k and 2,4-diarylazo-1-chloronaphthalenes 10a-10c are transformed by the reaction with sodium azide into 2-arylsubstituted 2H-Naphtho1,2,3-triazoles 13a-13k and 14a-14c, resp., which exhibit fluorescence if they a