Issue 11, 2014

Efficient one-pot click synthesis of β-hydroxy-1,2,3-triazoles catalyzed by copper(i)@phosphorated SiO2via multicomponent reaction in aqueous media

Abstract

Copper(I)-modified SiO2, in particular Cu(I)@phosphorated SiO2 (CPSi) has been found to effectively catalyze the multi-component synthesis of β-hydroxy-1,2,3-triazoles from a variety of epoxides and alkynes in water. This novel heterogeneous catalyst is easily recycled and reused several times. The formation of the product proceeds in two reaction steps in one pot through a mechanism that involves in situ generated organic azide intermediate, followed by rapid ring closure of this intermediate with terminal alkynes to form β-hydroxy-1,2,3-triazole derivatives. The pure products were obtained in significantly high yields and short reaction times.

Graphical abstract: Efficient one-pot click synthesis of β-hydroxy-1,2,3-triazoles catalyzed by copper(i)@phosphorated SiO2via multicomponent reaction in aqueous media

Supplementary files

Article information

Article type
Paper
Submitted
03 Jun 2014
Accepted
23 Aug 2014
First published
26 Aug 2014

New J. Chem., 2014,38, 5429-5435

Author version available

Efficient one-pot click synthesis of β-hydroxy-1,2,3-triazoles catalyzed by copper(I)@phosphorated SiO2via multicomponent reaction in aqueous media

H. Naeimi and V. Nejadshafiee, New J. Chem., 2014, 38, 5429 DOI: 10.1039/C4NJ00909F

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