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Synthesis of a Small Library of Imidazolidin-2-ones using Gold Catalysis on Solid Phase
A. La-Venia, NS. Medran, V. Krchňák, SA. Testero,
Language English Country United States
Document type Journal Article
- 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
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.
References provided by Crossref.org
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- $a La-Venia, Agustina $u Department of Organic Chemistry, Faculty of Science, Institute of Molecular and Translational Medicine, Palacky University , 771 46 Olomouc, Czech Republic. Instituto de Química Rosario-IQUIR (CONICET), Facultad de Ciencias Bioquímicas y Farmacéuticas, Universidad Nacional de Rosario , Suipacha 531, Rosario S2002LRK, Argentina.
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- $a 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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- $a Krchňák, Viktor $u Department of Organic Chemistry, Faculty of Science, Institute of Molecular and Translational Medicine, Palacky University , 771 46 Olomouc, Czech Republic. Department of Chemistry and Biochemistry, University of Notre Dame , 251 Nieuwland Science Center, Notre Dame, Indiana 46556, United States.
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