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Efficient 1,3-Oxazolidin-2-one Synthesis through Heterogeneous Pd-II-Catalyzed Intramolecular Hydroamination of Propargylic Carbamates
Stockholm University, Faculty of Science, Department of Organic Chemistry.ORCID iD: 0000-0001-9329-0091
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.ORCID iD: 0000-0001-8462-4176
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Number of Authors: 52019 (English)In: Chemistry - A European Journal, ISSN 0947-6539, E-ISSN 1521-3765, Vol. 25, no 25, p. 6295-6299Article in journal (Refereed) Published
Abstract [en]

Herein, we present an operationally simple protocol for the cycloisomerization of propargylic carbamates in which a heterogeneous catalyst consisting of Pd species immobilized on amino-functionalized siliceous mesocellular foam (Pd-II-AmP-MCF) is used. This Pd nanocatalyst displayed high efficiency at low catalyst loading and reaction temperatures, which allowed for the efficient and mild synthesis of a wide range of 1,3-oxazolidin-2-one derivatives and related compounds. Moreover, it proved possible to re-use the Pd nanocatalyst for several reactions, although a gradual decrease in activity was observed in the subsequent cycles.

Place, publisher, year, edition, pages
2019. Vol. 25, no 25, p. 6295-6299
Keywords [en]
cycloisomerization, heterogeneous catalysis, mesoporous silica, oxazolidinones, palladium
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:su:diva-171163DOI: 10.1002/chem.201900678ISI: 000471033900007PubMedID: 30888694OAI: oai:DiVA.org:su-171163DiVA, id: diva2:1341255
Available from: 2019-08-08 Created: 2019-08-08 Last updated: 2019-12-03Bibliographically approved

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Oschmann, MichaelNagendiran, AnujaBäckvall, Jan-E.Verho, Oscar
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