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Rational design of N-heterocyclic compound classes via regenerative cyclization of diamines

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  • Robin Fertig

    (Universität Bayreuth)

  • Felix Leowsky-Künstler

    (Universität Bayreuth)

  • Torsten Irrgang

    (Universität Bayreuth)

  • Rhett Kempe

    (Universität Bayreuth)

Abstract

The discovery of reactions is a central topic in chemistry and especially interesting if access to compound classes, which have not yet been synthesized, is permitted. N-Heterocyclic compounds are very important due to their numerous applications in life and material science. We introduce here a consecutive three-component reaction, classes of N-heterocyclic compounds, and the associated synthesis concept (regenerative cyclisation). Our reaction starts with a diamine, which reacts with an amino alcohol via dehydrogenation, condensation, and cyclisation to form a new pair of amines that undergoes ring closure with an aldehyde, carbonyldiimidazole, or a dehydrogenated amino alcohol. Hydrogen is liberated in the first reaction step and the dehydrogenation catalyst used is based on manganese.

Suggested Citation

  • Robin Fertig & Felix Leowsky-Künstler & Torsten Irrgang & Rhett Kempe, 2023. "Rational design of N-heterocyclic compound classes via regenerative cyclization of diamines," Nature Communications, Nature, vol. 14(1), pages 1-10, December.
    • Handle: RePEc:nat:natcom:v:14:y:2023:i:1:d:10.1038_s41467-023-36220-w
    DOI: 10.1038/s41467-023-36220-w
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    References listed on IDEAS

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    1. Saravanakumar Elangovan & Jacob Neumann & Jean-Baptiste Sortais & Kathrin Junge & Christophe Darcel & Matthias Beller, 2016. "Efficient and selective N-alkylation of amines with alcohols catalysed by manganese pincer complexes," Nature Communications, Nature, vol. 7(1), pages 1-8, November.
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