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

Title data

Fertig, Robin ; Leowsky-Künstler, Felix ; Irrgang, Torsten ; Kempe, Rhett:
Rational design of N-heterocyclic compound classes via regenerative cyclization of diamines.
In: Nature Communications. Vol. 14 (2023) . - 595.
ISSN 2041-1723
DOI: https://doi.org/10.1038/s41467-023-36220-w

Project information

Abstract in another language

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.