Copper nanoparticle catalyzed regioselective cycloaddition of terminal acetylenes to sodium azide in the presence of O-tosyl fluorocarbohydrate derivatives: assembly of novel enantiopure fluoromonosaccharides with 1,2,3-triazole and 4-phenyl-oxazolidin-2-one subunits

Authors

  • Ahlem Guesmi Al Imam Mohammad Ibn Saud Islamic University (IMSIU), College of Sciences, Department of Chemistry, 11623 Riyadh, Saudi Arabia
  • Naoufel Ben Hamadi Al Imam Mohammad Ibn Saud Islamic University (IMSIU), College of Sciences, Department of Chemistry, 11623 Riyadh, Saudi Arabia

DOI:

https://doi.org/10.20450/mjcce.2016.758

Keywords:

carbohydrates, terminal alkyne, copper nanoparticles, cycloaddition, 1, 2, 3-triazoles

Abstract

A three-component reaction of O-tosyl carbohydrate derivatives with sodium azide and terminal alkynes can be catalyzed by copper nanoparticles under ambient conditions. A series of 1,4-disubstituted-1,2,3-triazoles were obtained regioselectively by this one-pot strategy in good to excellent yields (70-90%). The salient features of the present protocol are mild reaction conditions, a shorter reaction time, and its applicability to a wide range of substrates. 

 

 

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Published

2016-04-18

How to Cite

Guesmi, A., & Ben Hamadi, N. (2016). Copper nanoparticle catalyzed regioselective cycloaddition of terminal acetylenes to sodium azide in the presence of O-tosyl fluorocarbohydrate derivatives: assembly of novel enantiopure fluoromonosaccharides with 1,2,3-triazole and 4-phenyl-oxazolidin-2-one subunits. Macedonian Journal of Chemistry and Chemical Engineering, 35(1), 39–44. https://doi.org/10.20450/mjcce.2016.758

Issue

Section

Organic Chemistry

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