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Regioselective Synthesis of 1,2,3-Triazoles by Use of a Silica-Supported Copper(I) Catalyst

Tao Miaoa, Lei Wang*

*Department of Chemistry, Huaibei Coal Teachers College, Huaibei, Anhui 235000, P. R. of China, Email: leiwanghbcnc.edu.cn

T. Miaoa, L. Wang, Synthesis, 2008, 363-368.

DOI: 10.1055/s-2008-1032037


Abstract

Copper(I) immobilized on 3-aminopropyl-functionalized silica gel catalyzed the reaction of terminal alkynes with benzyl- or alkyl halides and sodium azide in ethanol to give 1,4-disubstituted 1,2,3-triazoles in good to excellent yields. This procedure allows the conversion of unstable low-molecular-weight azides. Furthermore, the silica-supported copper could be recovered and recycled by simple filtration.

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Immobilization of Copper(II) in Organic-Inorganic Hybrid Materials: A Highly Efficient and Reusable Catalyst for the Classic Ullmann Reaction

Q. Wu, L. Wang, Synthesis, 2008, 2007-2012.


Key Words

1,2,3-Triazoles, Multicomponent Reactions, Organic-Inorganic Hybrid Materials, Green Chemistry, Click Chemistry


ID: J66-Y2008-0350