Scientific Production Faculty

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



Research Product




Related articles

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

Regioselective Synthesis of 3-Indolyl(alkoxy)acetates

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

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

Transesterifications mediated by t-BuNH2

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

Synthesis of Bromoindole Alkaloids from Laurencia brongniartii

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

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

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