Producción Científica Profesorado

Copper(ii) accelerated azide?alkyne cycloaddition reaction using mercaptopyridine-based triazole ligands.



Mendoza Espinosa, Daniel

2019

Karen Gonzalez-Silva, David Rendon-Nava, Alejandro Alvarez-Hernández, Daniel Mendoza-Espinosa*. Copper(ii) accelerated azide?alkyne cycloaddition reaction using mercaptopyridine-based triazole ligands. New J. Chem., 2019, doi: 10.1039/C9NJ03974K


Abstract


We report the preparation and full characterization of a series of mercapto pyridine-functionalized 1,2,3-triazoles and their use as ligands for the preparation of copper(II) complexes. Complex 1 supported by a 2-mercaptopyridine functionalized triazole (A) and featuring a polymeric structure with the coordination of CuCl2 centers at both the triazole and pyridine fragments, displays a highly effcient click-type catalytic performance in alcoholic solvents without the need for an external reducing agent. Experimental results suggest that the copper(II) species undergo reduction to catalytic copper(I) via alcohol oxidation during an induction period. The scope of the click reaction is broad including the high yielding synthesis of a series of mono, bis, and tris-triazoles, using microwave radiation under low catalyst loadings.



Producto de Investigación




Artículos relacionados

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

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

Trapping enols of esters and lactones with diazomethane

Transesterifications mediated by t-BuNH2

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

Cleavage of alkoxycarbonyl protecting groups from carbamates by t-BuNH2

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

Preparation of 3-hydroxyoxindoles with dimethyldioxirane and their use for the synthesis of natural ...

Regioselective Synthesis of 3-Indolyl(alkoxy)acetates

One-potsynthesis of conformationallyrestrictedspirooxindoles