Photoredox/Nickel‐Catalyzed Cross‐Coupling of Alkynyl Bromides and <i>α</i>‐Silylamines for the Synthesis of Propynylamines

Abstract Propynylamines are prevalent structures widely existing in biologically active compounds and natural products. In this study, we present a novel alkynylation approach for synthesizing propargylamines by cross‐coupling of alkynyl bromides and α ‐silylamines via a nickel metallaphotoredox catalysis. A diverse range of N ‐heterocyclic and acyclic α ‐silylamines, along with aromatic and aliphatic alkynyl bromides, are nicely incorporated, delivering structurally diverse propargylamines in moderate to good yields. Mechanistic studies suggest that the reaction proceeds through a radical pathway.

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Publication Details

Journal
ChemCatChem
Published
2025-03-11
DOI
https://doi.org/10.1002/cctc.202500106
Citations
2
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
1.87
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article

Photoredox/Nickel‐Catalyzed Cross‐Coupling of Alkynyl Bromides and α‐Silylamines for the Synthesis of Propynylamines

Weiming Yuan, Ye Fu, Peiwen Liu, Wei Gao
2 citations
ChemCatChem
Catalytic C–H Functionalization Methods
1.87
article

Photoredox/Nickel‐Catalyzed Cross‐Coupling of Alkynyl Bromides and α‐Silylamines for the Synthesis of Propynylamines

Weiming Yuan, Ye Fu, Peiwen Liu, Wei Gao
article en
2 citations

Abstract

Abstract Propynylamines are prevalent structures widely existing in biologically active compounds and natural products. In this study, we present a novel alkynylation approach for synthesizing propargylamines by cross‐coupling of alkynyl bromides and α ‐silylamines via a nickel metallaphotoredox catalysis. A diverse range of N ‐heterocyclic and acyclic α ‐silylamines, along with aromatic and aliphatic alkynyl bromides, are nicely incorporated, delivering structurally diverse propargylamines in moderate to good yields. Mechanistic studies suggest that the reaction proceeds through a radical pathway.

ChemCatChemVol. 17(8)
Huazhong University of Science and Technology (CN)
Openalex Percentile: Top 17%
Catalytic C–H Functionalization Methods
1.87
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