Efficient 1,3-Oxazolidin-2-one Synthesis through Heterogeneous PdII-Catalyzed Intramolecular Hydroamination of Propargylic Carbamates |
| |
Authors: | Michael Oschmann Clotilde Placais Anuja Nagendiran Prof. Jan-E. Bäckvall Dr. Oscar Verho |
| |
Affiliation: | Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, 10691 Stockholm, Sweden |
| |
Abstract: | 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 (PdII-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. |
| |
Keywords: | cycloisomerization heterogeneous catalysis mesoporous silica oxazolidinones palladium |
|
|