Efficient synthesis of N-2-aryl-1,2,3-triazole fluorophores via post-triazole arylation.
Efficient post-triazole regioselective N-2 arylation was developed from C-4, C-5 disubstituted-1,2,3-NH-triazoles. Three different approaches had been investigated, including S(N)Ar, Cu(I) catalyzed aryl amidation and Cu(II) mediated boronic acid coupling. The N-2-aryl triazoles were successfully synthesized with excellent yields. The structures were characterized by X-ray crystallography and some N-2-triazole products gave strong fluorescence with various emission controlled by the C-5 groups.
Liu
Yuxiu
Y
Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 200071, China.
Yan
Wuming
W
Chen
Yunfeng
Y
Petersen
Jeffrey L
JL
Shi
Xiaodong
X
D000577:Amides / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry; D017785:Photons; D013050:Spectrometry, Fluorescence; D013237:Stereoisomerism; D013379:Substrate Specificity; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry*
D000577:Amides; D014230:Triazoles; D003300:Copper