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

Trapping enols of esters and lactones with diazomethane

Synthesis of Indolylindolines Mediated by tert-BuNH2

13C NMR and crystallographic evidence of push-pull effects in furoindolic ?-enamino esters

Reactivity of TpMe2Ir(C2H4)(DMAD) with carboxylic acids. A DFT study on geometrical isomers and stru...

Firsttotalsyntheses of dihydroflustramine C and flustramine E, alkaloids from the marine bryozoan Fl...

Synthesis of 6-bromo-2-arylindoles using 2-iodobenzoic acid as precursor

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

Regioselective Synthesis of 3-Indolyl(alkoxy)acetates

Role of lipid peroxidation in biliary obstruction in the rat

Synthesis of Acetamido(indol-3-yl)propanol Derivatives