Abstract
This article deal with the parallel synthesis of a 96 product-sized library using a polymer-based copper catalyst that we developed which can be easily separated from the products by simple filtration. This gave us the opportunity to use this catalyst in an automated chemical synthesis station (Chemspeed ASW-2000). Studies and results about the preparation of the catalyst, its use in different solvent systems, its recycling capabilities and its scope and limitations in the synthesis of this library will be addressed. The synthesis of the triazole library and the very good results obtained will finally be discussed.
Highlights
With creativity, the organic chemist is seeking new structures and methods to access molecular diversity
We published our initial findings on a new and original catalytic system based on copper (I) iodide chelated on Amberlyst A-21 polymer for a use in automated solution synthesis of 1,2,3-triazoles from organic azides and terminal alkynes [43]
In order to choose a heterogeneous catalytic system, we decided to look for a polymer which can both chelate copper salts and act as a base
Summary
The organic chemist is seeking new structures and methods to access molecular diversity. Among the reactions that have been studied so far, one of the best examples of the click-chemistry concept is the [3+2] cycloaddition between azides an alkynes in its copper (I)-catalyzed version. We published our initial findings on a new and original catalytic system based on copper (I) iodide chelated on Amberlyst A-21 polymer for a use in automated solution synthesis of 1,2,3-triazoles from organic azides and terminal alkynes [43]. The advantages of this catalyst are the ease of preparation, a good catalytic activity and the simple separation from the reaction product by filtration. We wish to report here our findings and complete studies on this catalyst, as well as its use in the automated parallel synthesis of a 96 compound-sized library in solution
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