Iridium-catalyzed asymmetric reductive amination of C2-acylpyridines

Chiral 1-pyridin-2-yl-ethylamines are significant building blocks for synthetic chemistry and pharmaceutical sciences, while their stereoselective and practical synthesis remains challenging and usually troublesome. Herein, we present a novel iridium-catalyzed direct asymmetric reductive amination of 2-acylpyridines with anilines, affording a series of chiral 1-pyridin-2-yl-ethylamines with up to 97% yield and 95% ee. A 5 mmol scale reaction is also performed to demonstrate the practicality of this method.

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Publication Details

Journal
Chemical Communications
Published
2025-01-01
DOI
https://doi.org/10.1039/d5cc04017e
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
Field-Weighted Citation Impact
0.00

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article

Iridium-catalyzed asymmetric reductive amination of C2-acylpyridines

Zhiwen Nie, Hengzhi You, Qin Yin, Gang Wang
Chemical Communications
Asymmetric Hydrogenation and Catalysis
article

Iridium-catalyzed asymmetric reductive amination of C2-acylpyridines

Zhiwen Nie, Hengzhi You, Qin Yin, Gang Wang
article en

Abstract

Chiral 1-pyridin-2-yl-ethylamines are significant building blocks for synthetic chemistry and pharmaceutical sciences, while their stereoselective and practical synthesis remains challenging and usually troublesome. Herein, we present a novel iridium-catalyzed direct asymmetric reductive amination of 2-acylpyridines with anilines, affording a series of chiral 1-pyridin-2-yl-ethylamines with up to 97% yield and 95% ee. A 5 mmol scale reaction is also performed to demonstrate the practicality of this method.

Chemical CommunicationsVol. 61(75)
Shenzhen Institute of Information Technology (CN), Shenzhen University (CN), Chinese Academy of Sciences (CN), Harbin Institute of Technology (CN), Shenzhen Institutes of Advanced Technology (CN), Shenzhen Technology University (CN)
National Natural Science Foundation of China, Chinese Academy of Sciences, Shenzhen University, Shenzhen Institutes of Advanced Technology, Chinese Academy of Sciences, Shenzhen Science and Technology Innovation Program, Division of Materials Research
Openalex Percentile: Top 84%
Asymmetric Hydrogenation and Catalysis
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