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
Unimolecular rearrangements of ketene-O,O-acetals and fragmentations occurring in the gas phase
Stereochemical assignment of naturally occurring 2,3-epoxy-2-methylbutanoate esters
Cleavage of alkoxycarbonyl protecting groups from carbamates by t-BuNH2
The absoluteconfiguration of cuauhtemone and related compounds
Synthesis of Indolylindolines Mediated by tert-BuNH2
Synthesis of Bromoindole Alkaloids from Laurencia brongniartii
Total Syntheses of Five Indole Alkaloids from the Marine Bryozoan Flustra foliacea
Synthesis of 6-bromo-2-arylindoles using 2-iodobenzoic acid as precursor