Rh-Catalyzed Asymmetric Hydrogenation of Polynitrogen Heterocycle-Substituted Phenylacrylonitriles

A highly efficient enantioselective hydrogenation of polynitrogen heterocycle-substituted phenylacrylonitriles catalyzed by the Rh-f-spiroPhos complex has been developed. A series of chiral α- and β-polynitrogen heterocycle-substituted nitriles were obtained in high yields (up to 99%) with excellent enantioselectivities (up to 99.9% ee). This method provides an efficient straightforward approach for synthesis of chiral polynitrogen heterocycles, which is one of the most important and prevalent structures in pharmaceuticals and natural products.

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Publication Details

Journal
Organic Letters
Published
2026-01-22
DOI
https://doi.org/10.1021/acs.orglett.5c04978
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
Field-Weighted Citation Impact
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article

Rh-Catalyzed Asymmetric Hydrogenation of Polynitrogen Heterocycle-Substituted Phenylacrylonitriles

Fei Xie, Zhanbin Zhang, Yu Zhu, Xiaoxue Wu et al.
Organic Letters
Asymmetric Hydrogenation and Catalysis
article

Rh-Catalyzed Asymmetric Hydrogenation of Polynitrogen Heterocycle-Substituted Phenylacrylonitriles

Fei Xie, Zhanbin Zhang, Yu Zhu, Xiaoxue Wu, Fan Gao
article en

Abstract

A highly efficient enantioselective hydrogenation of polynitrogen heterocycle-substituted phenylacrylonitriles catalyzed by the Rh-f-spiroPhos complex has been developed. A series of chiral α- and β-polynitrogen heterocycle-substituted nitriles were obtained in high yields (up to 99%) with excellent enantioselectivities (up to 99.9% ee). This method provides an efficient straightforward approach for synthesis of chiral polynitrogen heterocycles, which is one of the most important and prevalent structures in pharmaceuticals and natural products.

Organic LettersVol. 28(5)
Minzu University of China (CN), Beijing Normal University (CN)
Openalex Percentile: Top 82%
Asymmetric Hydrogenation and Catalysis
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