Solvent-Free Copper-Catalyzed Azide-Alkyne Cycloaddition under Mechanochemical Activation

Solvent-free copper-catalyzed azide-alkyne cycloaddition under mechanochemical activation.

The ball-mill-based mechanochemical activation of metallic copper powder facilitates solvent-free alkyne-azide click reactions (CuAAC). All parameters that affect reaction rate (i.e., milling time, revolutions/min, size and milling ball number) have been optimized. This new, efficient, facile and eco-friendly procedure has been tested on a number of different substrates and in all cases afforde...

Cu-catalyzed azide-alkyne cycloaddition.

The Huisgen 1,3-dipolar cycloaddition reaction of organic azides and alkynes has gained considerable attention in recent years due to the introduction in 2001 of Cu(1) catalysis by Tornøe and Meldal, leading to a major improvement in both rate and regioselectivity of the reaction, as realized independently by the Meldal and the Sharpless laboratories. The great success of the Cu(1) catalyzed re...

Simultaneous copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) and living radical polymerization.

Analysis and optimization of copper-catalyzed azide-alkyne cycloaddition for bioconjugation.

Since its discovery in 2002, the copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction—the most widely recognized example of click chemistry—has been rapidly embraced for applications in myriad fields. The attractiveness of this procedure (and its copper-free strained-alkyne variant) stems from the selective reactivity of azides and alkynes only with each other. Because of the fragile na...

Activity-based protein profiling in vivo using a copper(i)-catalyzed azide-alkyne [3 + 2] cycloaddition.

Toward the goal of assigning function to the tens of thousands of protein products encoded by eukaryotic and prokaryotic genomes, the field of proteomics requires new technologies that can functionally characterize proteins within the dynamic environment of the cell, where these biomolecules are subject to myriad posttranslational modifications and the actions of endogenous activators and inhib...