6533b824fe1ef96bd1281269

RESEARCH PRODUCT

Synthesis and characterization of new 1,4 and 1,5-disubstituted glucopyranosyl 1,2,3-triazole by 1,3-dipolar cycloaddition

El Mestafa El HadramiSalah-eddine StiribaCarmen Ramírez De ArellanoElena Zaballos-garcíaAbdeslem BentamaAbdelkarim El Moncef

subject

123-TriazoleStereochemistryOrganic ChemistryIntermolecular forceCrystal structurePropargyl alcoholTolueneCycloadditionAnalytical ChemistryInorganic Chemistrychemistry.chemical_compoundchemistry13-Dipolar cycloadditionSpectroscopy

description

Abstract A series of 1,4 and 1,5-disubstituted 1-(β- d -glucopyranosyl)-1,2,3-triazoles has been prepared in an efficient manner with excellent yields using the intermolecular 1,3-dipolar cycloaddition of 1-azido-2,3,4,6-tetra-O-acetyl-β- d -glucopyranose 2 to a variety of substituted alkynes phenylacethylene 3, propargyl alcohol 4, 2-butyn-1,4-diol, 5, 3-propargylbenzimidazole 6 and propargylpyrazole 7 in toluene. The reaction takes place with the formation of both 4- and 5-regioisomers.

https://doi.org/10.1016/j.molstruc.2009.03.036