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Facile consecutive three-component synthesis of 3,5-disubstituted isoxazoles

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Chemistry of Heterocyclic Compounds Aims and scope

3,5-Di(hetero)aryl-substituted isoxazoles can be rapidly synthesized in a one-pot fashion by a consecutive three-component alkynylation–cyclization sequence starting from (hetero)aroyl chloride, alkynes, and sodium azide/acetic acid under copper-free palladium catalysis as exemplified by 9 different products.

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Figure 1.
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Acknowledgement

This work was supported by the Fonds der Chemischen Industrie and Merck Serono, Darmstadt.

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Authors and Affiliations

  1. Institut für Organische Chemie und Makromolekulare Chemie, Heinrich-Heine-Universität Düsseldorf, Universitätsstrasse 1, D-40225, Düsseldorf, Germany

    Christina Görgen & Thomas J. J. Müller

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  1. Christina Görgen
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  2. Thomas J. J. Müller
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Correspondence to Thomas J. J. Müller.

Additional information

Published in Khimiya Geterotsiklicheskikh Soedinenii, 2017, 53(4), 422–429

Electronic Supplementary Material

The Supplementary information file, containing 1H and 13C NMR spectra of compounds 2a–i and 5a, is available from the journal website at http://link.springer.com/journal/10593.

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Görgen, C., Müller, T.J.J. Facile consecutive three-component synthesis of 3,5-disubstituted isoxazoles. Chem Heterocycl Comp 53, 422–429 (2017). https://doi.org/10.1007/s10593-017-2069-x

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