Submit Manuscript  

Article Details


Synthesis of Novel 1,4-Substituted 1,2,3-Triazoles by Water-Soluble (Salicyladimine) 2Cu Complex Catalyzed Azide-Alkyne Cycloaddition in Water

[ Vol. 14 , Issue. 8 ]

Author(s):

Yang Liu, Ping Liu, Yan Liu and Yu Wei   Pages 557 - 565 ( 9 )

Abstract:


Background: 1,2,3-Triazoles represent an important structural motif frequently found in organic chemistry, biological science, medicinal chemistry, and material science. Thus, the synthesis of novel 1,2,3-triazoles derivatives by an efficient method has attracted considerable attention.

Methods: In this paper, we developed a simple and efficient azidation system of biphenyl tosylhydrazones with sodium azide. A series of new 4-(1-azidoethyl)-1,1'-biphenyl derivatives were prepared by the metalfree reductive reaction and further reacted with aryl acetylenes to afford novel 1,4-substituted 1,2,3- triazoles by water-soluble (salicyladimine)2Cu complex catalyzed azide-alkyne cycloaddition in water.

Results: The desired 1,4-substituted 1,2,3-triazoles were obtained in 27-94% yields in pure water without any organic solvent or phase transfer agents.

Conclusion: The catalytic system presented here enables the use of easily accessible starting materials and good functional group tolerance.

Keywords:

1, 2, 3-triazoles, (salicyladimine)2Cu complex, azide-alkyne cycloaddition, water, metal-free reductive reaction, functional group.

Affiliation:

School of Chemistry and Chemical Engineering, The Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan, Shihezi University, Shihezi City, School of Chemistry and Chemical Engineering, The Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan, Shihezi University, Shihezi City, School of Chemistry and Chemical Engineering, The Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan, Shihezi University, Shihezi City, School of Chemistry and Chemical Engineering, The Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan, Shihezi University, Shihezi City

Graphical Abstract:



Read Full-Text article