Synthesis of a Small Library of Imidazolidin-2-ones using Gold Catalysis on Solid Phase
Language English Country United States Media print-electronic
Document type Journal Article, Research Support, Non-U.S. Gov't
- Keywords
- C−N bond formation, gold catalysis, imidazolidin-2-ones, propargylureas, solid-phase synthesis,
- MeSH
- Alkynes chemistry MeSH
- Cyclization MeSH
- Imidazolidines chemical synthesis MeSH
- Catalysis MeSH
- Small Molecule Libraries chemical synthesis MeSH
- Molecular Structure MeSH
- Combinatorial Chemistry Techniques MeSH
- Solid-Phase Synthesis Techniques MeSH
- Gold chemistry MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Names of Substances
- Alkynes MeSH
- ethylene urea MeSH Browser
- Imidazolidines MeSH
- Small Molecule Libraries MeSH
- Gold MeSH
An efficient and high-yielding solid phase synthesis of a small library of imidazolidin-2-ones and imidazol-2-ones was carried out employing a high chemo- and regioselective gold-catalyzed cycloisomerization as a key step. Polymer-supported amino acids derivatized with several alkyne functionalities combined with tosyl- and phenylureas have been subjected to gold-catalysis exhibiting exclusively C-N bond formation. The present work proves the potential of solid phase synthesis and homogeneous gold catalysis as an efficient and powerful synthetic tool for the generation of drug-like heterocycles.
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