Producción Científica Profesorado

Facile One-pot Synthesis of 1,2,3-triazoles Featuring Oxygen, Nitrogen and Sulfur Pendant Arms. Synthetic Commun., 2014, 44, 807-817.



Mendoza Espinosa, Daniel

2014

Mendoza-Espinosa, D. Negrón-Silva, G. Lomas-Romero, L.; Gutiérrez-Carrillo, A.; Santillán, R. Facile One-pot Synthesis of 1,2,3-triazoles Featuring Oxygen, Nitrogen and Sulfur Pendant Arms. Synthetic Commun., 2014, 44, 807-817.


Abstract


A practical and efficient one-pot synthesis of novel 1,2,3-triazoles featuring nitrogen, oxygen, and sulfur functionalized pendant arms has been developed. The click reaction of mono-propargyl derivatives supported by aniline, thiophenol, and benzyl alcohol, with sodium azide and p-substituted benzyl halogenides, renders a series of N-substituted-1,2,3-triazoles in good yields under mild reaction conditions. The catalyst system was based in Cu(OAc)2 H2O, sodium L-ascorbate, and 1,10-phenanthroline monohydrate, and all reactions were performed in a mixture H2O?ethanol (4:1 v/v). Additionally, the preparation of bis-1,2,3-triazoles supported by di-propargylated aniline was carried out, demonstrating the versatility of the present methodology.



Producto de Investigación




Artículos relacionados

Conformational studies on indole alkaloids from Flustra foliacea by NMR and molecular modeling

Cascade [1,3]-Sigmatropic Rearrangements of Ketene O,O-Acetals: Kinetic and DFT Level Mechanistic St...

Trapping enols of esters and lactones with diazomethane

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

Stereochemical assignment of naturally occurring 2,3-epoxy-2-methylbutanoate esters

Role of lipid peroxidation in biliary obstruction in the rat

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

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

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

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