Transfer Hydrogenation of Nitrones to Hydroxylamine Derivatives with PhSiH3

Abstract Herein, we report a practical metal- and additive-free method for transfer hydrogenation of nitrones, employing a readily available PhSiH3 as the hydrogen donor. The findings demonstrated the effective conversion of a wide range of ketone- and aldehyde-derived nitrones into their corresponding hydroxylamine derivatives in good to excellent yields under mild conditions. The reaction is readily scalable and demonstrates broad functional group tolerance, accommodating bromo, chloro, fluoro, trifluoromethyl, thioether, thiophene, and furan substituents. Hence, the proposed operationally simple protocol provides a practical and sustainable strategy, facilitating the synthesis of structurally diverse hydroxylamine derivatives.

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Publication Details

Journal
Organic Letters
Published
2026-09-28
DOI
https://doi.org/10.1021/acs.orglett.6c03328
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
Field-Weighted Citation Impact
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Transfer Hydrogenation of Nitrones to Hydroxylamine Derivatives with PhSiH3

Bo Han, Yuqi Zhang, Xin Liu, Wanzhen Guo et al.
Organic Letters
Asymmetric Hydrogenation and Catalysis
article

Transfer Hydrogenation of Nitrones to Hydroxylamine Derivatives with PhSiH3

Bo Han, Yuqi Zhang, Xin Liu, Wanzhen Guo, Xing Lu, Zhiqiang Ren
article en

Abstract

Abstract Herein, we report a practical metal- and additive-free method for transfer hydrogenation of nitrones, employing a readily available PhSiH3 as the hydrogen donor. The findings demonstrated the effective conversion of a wide range of ketone- and aldehyde-derived nitrones into their corresponding hydroxylamine derivatives in good to excellent yields under mild conditions. The reaction is readily scalable and demonstrates broad functional group tolerance, accommodating bromo, chloro, fluoro, trifluoromethyl, thioether, thiophene, and furan substituents. Hence, the proposed operationally simple protocol provides a practical and sustainable strategy, facilitating the synthesis of structurally diverse hydroxylamine derivatives.

Organic Letters
Yan'an University (CN)
Responsible consumption and production
Openalex Percentile: Top 27%
Asymmetric Hydrogenation and Catalysis
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Transfer Hydrogenation of Nitrones to Hydroxylamine Derivatives with PhSiH3 — Bo Han, Yuqi Zhang, et al. · Organic Letters (2026) | TGRS Research Map | TGRS