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

Chemistry

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

R. Fertig, F. Leowsky-künstler, et al.

Discover a groundbreaking three-component reaction to design and synthesize novel *N*-heterocyclic compounds, presented by Robin Fertig, Felix Leowsky-Künstler, Torsten Irrgang, and Rhett Kempe. This innovative approach, utilizing a manganese-based catalyst, opens doors to new chemical landscapes with diastereoselective outcomes and broad functional group tolerance.

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~3 min • Beginner • English
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.
Publisher
Nature Communications
Published On
Feb 03, 2023
Authors
Robin Fertig, Felix Leowsky-Künstler, Torsten Irrgang, Rhett Kempe
Tags
N-heterocyclic compounds
three-component reaction
manganese-based catalyst
diastereoselective
synthesis
regenerative cyclization
fertigines
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