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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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Playback language: English
Abstract
This paper introduces a novel three-component reaction for the rational design and synthesis of *N*-heterocyclic compounds using a regenerative cyclization approach. The reaction utilizes a manganese-based catalyst to dehydrogenate an amino alcohol, which then undergoes condensation and cyclization with a diamine to form a new pair of amines. This pair then undergoes ring closure with an aldehyde, carbonyldiimidazole, or a dehydrogenated amino alcohol. The reaction is diastereoselective, has a broad scope, and tolerates many functional groups. The synthesized *N*-heterocyclic compounds, including a new class termed 'fertigines', are novel and have not been previously reported.
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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