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.
The absoluteconfiguration of cuauhtemone and related compounds
Aromatic Bromination versus Oxidation of Indolylmalonates by Bromine
Stereochemical assignment of naturally occurring 2,3-epoxy-2-methylbutanoate esters
Cleavage of alkoxycarbonyl protecting groups from carbamates by t-BuNH2
Regioselective Synthesis of 3-Indolyl(alkoxy)acetates
Synthesis of Indolylindolines Mediated by tert-BuNH2
First Total Synthesis of ()-Flustraminol B
13C NMR and crystallographic evidence of push-pull effects in furoindolic ?-enamino esters