Producción Científica Profesorado

Pseudo-Four-Component Click Preparation of N-benzyl substituted 1,2,3-triazols based in Aniline. Molecules, 2014, 19, 55-66.



Mendoza Espinosa, Daniel

2014

Mendoza-Espinosa, D. Negrón-Silva, G. Lomas-Romero, L.; Gutiérrez-Carrillo, A.; Santillán, R. Pseudo-Four-Component Click Preparation of N-benzyl substituted 1,2,3-triazols based in Aniline. Molecules, 2014, 19, 55-66.


Abstract


he pseudo-four component click synthesis of dibenzylated 1,2,3-triazoles derived from aniline is reported. The cycloaddition of sodium azide to N-(prop-2-ynyl)-benzenamine (I) in the presence of equimolar amounts of p-substituted benzyl derivatives, yields a mixture of mono- and dibenzylated 1,2,3-triazoles. When two equivalents of the benzyl derivative are added to the multicomponent reaction, the selective preparation of the dibenzylated compounds is achieved. The reactivity of the aniline N-H bond in monobenzylated 1,2,3-triazoles was tested by treatment with one equivalent of a p-substituted benzyl chloride at 40 C, rendering the dibenzylated derivatives quantitatively.






Artículos relacionados

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

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

One-potsynthesis of conformationallyrestrictedspirooxindoles

Absolute configuration determination of 2-(2-oxo-3-indolyl)acetamide derivatives

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

Total Syntheses of Five Indole Alkaloids from the Marine Bryozoan Flustra foliacea

Synthesis of ?4:?2-Exocyclic-Diene Iridium(I) Complexes Derived from 1,3-Oxazolidin-2-ones and Their...

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

Trapping enols of esters and lactones with diazomethane

Role of lipid peroxidation in biliary obstruction in the rat