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

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

Volume: 14 Issue: 8

Author(s): Yang Liu, Ping Liu*, Yan Liu and Yu Wei*

Affiliation:

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

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

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

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.

Cite this article as:

Liu Yang, Liu Ping*, Liu Yan and Wei Yu*, Synthesis of Novel 1,4-Substituted 1,2,3-Triazoles by Water-Soluble (Salicyladimine) ₂Cu Complex Catalyzed Azide-Alkyne Cycloaddition in Water, Letters in Organic Chemistry 2017; 14 (8) . https://dx.doi.org/10.2174/1570178614666170609072912

DOI https://dx.doi.org/10.2174/1570178614666170609072912	Print ISSN 1570-1786
Publisher Name Bentham Science Publisher	Online ISSN 1875-6255