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Efficient 1,3-Oxazolidin-2-one Synthesis through Heterogeneous PdII -Catalyzed Intramolecular Hydroamination of Propargylic Carbamates.

Michael OschmannClotilde PlacaisAnuja NagendiranJan E BäckvallOscar Verho
Published in: Chemistry (Weinheim an der Bergstrasse, Germany) (2019)
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.
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