Producción Científica Profesorado

Efficient Multicomponent Synthesis of mono-, bis-, and tris-1,2,3-Triazoles Supported by Hydroxy Benzene Scaffolds. Synthesis, 2013, 45, 2431-2437.



Mendoza Espinosa, Daniel

2013

Mendoza-Espinosa, D. Negrón-Silva, G. Lomas-Romero, L.; Gutiérrez-Carrillo, A.; Soto-Castro, D. Efficient Multicomponent Synthesis of mono-, bis-, and tris-1,2,3-Triazoles Supported by Hydroxy Benzene Scaffolds. Synthesis, 2013, 45, 2431-2437.


Abstract


A versatile one-pot synthesis of a series of mono-, bis- and tris-1,2,3-triazoles supported by commercially available hydroxybenzene scaffolds has been developed employing click chemistry. The multicomponent copper(I)-catalyzed 1,3-dipolar cycloaddition of sodium azide, propargyl bromide, and a para-substituted benzyl derivative yields N-benzyl-functionalized triazoles featuring several electron-donating or electron-withdrawing groups. Despite the preparation of highly substituted molecules, reaction conditions that provides good yields involved room temperature, times that oscillate between 16 and 24 hours, and catalyst loads ranging from 5?10 mol%. The present methodology could be useful for the building up of multi-triazole libraries easily tunable with donor or attractor functional



Producto de Investigación




Artículos relacionados

Configuration, stereodynamics and crystal structure of 3-substituted-2-oxofuro[2,3-b]indoles

The absoluteconfiguration of cuauhtemone and related compounds

First Total Synthesis of ()-Flustraminol B

Role of lipid peroxidation in biliary obstruction in the rat

Unimolecular rearrangements of ketene-O,O-acetals and fragmentations occurring in the gas phase

Conformationalstudies of N-carbomethoxy-2-alkoxyindolenines by dynamic NMR, crystallography, and mol...

Regioselective Synthesis of 3-Indolyl(alkoxy)acetates

Trapping enols of esters and lactones with diazomethane

Aromatic Bromination versus Oxidation of Indolylmalonates by Bromine

Cleavage of alkoxycarbonyl protecting groups from carbamates by t-BuNH2