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Microwave-assisted ruthenium catalysed high-pressure synthesis of N-heterocyclic compounds

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Abstract

The four-component reaction of an α,β-unsaturated aldehyde and a primary amine with carbon monoxide and ethylene in the presence of Ru3(CO)12 as a precatalyst yielding mixtures of chiral γ-lactams and substituted pyrrole derivatives has, for the first time, been performed under microwave irradiation. It has also been possible to collect samples of the reaction mixture without releasing the applied pressure of the gas phase, and therefore, monitoring of substrates, intermediates, and products during the synthetic procedure became accessible. Compared to classical thermally induced reactions, microwave irradiation leads to a significant shortening of reaction times, and requires lower partial pressures of carbon monoxide and ethylene and a lower precatalyst loading.

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Acknowledgements

The authors gratefully acknowledge support from MWS GmbH, Leutkirch, Germany.

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Authors and Affiliations

  1. Institute of Integrated Natural Sciences, University Koblenz-Landau, Universitätsstr. 1, 56070, Koblenz, Germany

    Niklas Feller & Wolfgang Imhof

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  1. Niklas Feller
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  2. Wolfgang Imhof
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Correspondence to Wolfgang Imhof.

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Feller, N., Imhof, W. Microwave-assisted ruthenium catalysed high-pressure synthesis of N-heterocyclic compounds. Monatsh Chem 150, 1289–1296 (2019). https://doi.org/10.1007/s00706-019-02440-4

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  • DOI: https://doi.org/10.1007/s00706-019-02440-4

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