期刊
ACS COMBINATORIAL SCIENCE
卷 14, 期 10, 页码 527-530出版社
AMER CHEMICAL SOC
DOI: 10.1021/co300076k
关键词
resin-supported catalysts; CuAAC click reactions; copper catalyst
资金
- NIH [R56 AI090832]
- The Skaggs Institute for Chemical Biology
- Pfizer Global RD
The copper-catalyzed azide-alkyne cycloaddition click reaction is a valuable process for the synthesis of libraries of drug candidates, derivatized polymers and materials, and a wide variety of other functional molecules. In some circumstances, the removal of the copper catalyst is both necessary and inconvenient. We describe here two immobilized forms of a Cu-binding ligand that has been shown to accelerate triazole formation under many different conditions, using different resin supports that are appropriate for aqueous or organic solvents. Copper leaching from these resins was modest, allowing them to be reused in many reaction/filtration cycles without recharging with metal ion. The utility of this catalyst form was demonstrated in the convenient synthesis of 20 N-acetylgalactosamine derivatives for biological testing.
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