Manganese‐Catalyzed Synthesis of Tetrahydropyridines via Borrowing Hydrogen Strategy

Tetrahydropyridines are versatile compounds widely used in organic synthesis and drug manufacturing. Herein, a manganese‐catalyzed borrowing hydrogen coupling of 1‐substituted ethanol derivatives with γ ‐amino alcohols is reported. This novel protocol has a broad substrate scope with good functional group tolerance and affords a diverse library of valuable 2,6‐disubstituted tetrahydropyridines in moderate to good yields. Mechanistically, the reaction proceeds sequentially through catalytic dehydrogenation, dual cross‐condensation, and further hydrogenation of the formed unsaturated intermediates to yield the desired tetrahydropyridines.

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2025-04-11
DOI
https://doi.org/10.1002/ejoc.202500269
Citations
2
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
Field-Weighted Citation Impact
1.07
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article

Manganese‐Catalyzed Synthesis of Tetrahydropyridines via Borrowing Hydrogen Strategy

Feixiang Sun, Weiping Liu
2 citations
European Journal of Organic Chemistry
Asymmetric Hydrogenation and Catalysis
1.07
article

Manganese‐Catalyzed Synthesis of Tetrahydropyridines via Borrowing Hydrogen Strategy

Feixiang Sun, Weiping Liu
article en
2 citations

Abstract

Tetrahydropyridines are versatile compounds widely used in organic synthesis and drug manufacturing. Herein, a manganese‐catalyzed borrowing hydrogen coupling of 1‐substituted ethanol derivatives with γ ‐amino alcohols is reported. This novel protocol has a broad substrate scope with good functional group tolerance and affords a diverse library of valuable 2,6‐disubstituted tetrahydropyridines in moderate to good yields. Mechanistically, the reaction proceeds sequentially through catalytic dehydrogenation, dual cross‐condensation, and further hydrogenation of the formed unsaturated intermediates to yield the desired tetrahydropyridines.

European Journal of Organic ChemistryVol. 28(24)
Donghua University (CN)
Openalex Percentile: Top 25%
Asymmetric Hydrogenation and Catalysis
1.07
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