Palladium-Catalyzed Denitrative Sulfoximination of Nitroarenes

We report a Pd/BrettPhos-catalyzed denitrative C-N cross-coupling of <i>N</i>H-sulfoximines and nitroarenes, which directly delivers diverse <i>N</i>-arylated sulfoximines in good yields with broad functional group tolerance. By using inexpensive nitroarenes as electrophiles, the protocol avoids comparatively costly haloarenes and streamlines the synthesis. The use of catalytic amount of aluminum triflate significantly enhances the yields and facilitates the reaction under Pd/NHC catalysis. Successful application to pharmaceutical analog synthesis and gram-scale reactions highlights the practicality of the protocol.

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Publication Details

Journal
Organic Letters
Published
2025-08-25
DOI
https://doi.org/10.1021/acs.orglett.5c02971
Citations
2
Primary Topic
Synthesis and Catalytic Reactions
Type
article
Field-Weighted Citation Impact
1.87

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article

Palladium-Catalyzed Denitrative Sulfoximination of Nitroarenes

Linjie Yang, Wanzhi Chen
2 citations
Organic Letters
Synthesis and Catalytic Reactions
1.87
article

Palladium-Catalyzed Denitrative Sulfoximination of Nitroarenes

Linjie Yang, Wanzhi Chen
article en
2 citations

Abstract

We report a Pd/BrettPhos-catalyzed denitrative C-N cross-coupling of <i>N</i>H-sulfoximines and nitroarenes, which directly delivers diverse <i>N</i>-arylated sulfoximines in good yields with broad functional group tolerance. By using inexpensive nitroarenes as electrophiles, the protocol avoids comparatively costly haloarenes and streamlines the synthesis. The use of catalytic amount of aluminum triflate significantly enhances the yields and facilitates the reaction under Pd/NHC catalysis. Successful application to pharmaceutical analog synthesis and gram-scale reactions highlights the practicality of the protocol.

Organic LettersVol. 27(35)
Zhejiang University (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 14%
Synthesis and Catalytic Reactions
1.87
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