Iron-Catalyzed Alkylative Aminosulfonylation of Alkenes and Alkynes via Radical-Anion Relay

A novel Fe-catalyzed alkylative aminosulfonylation of alkenes and alkynes with alkyl halides and O-Ts activated hydroxylamines by using Na<sub>2</sub>S<sub>2</sub>O<sub>4</sub> as a reductant and sulfone source has been developed. The metal-electron-shuttle catalysis was discovered to be vital for the highly efficient generation of sulfonyl radicals and anions without requiring organometallic intermediates. This method provides efficient access to sulfonamides from easily available alkenes and Na<sub>2</sub>S<sub>2</sub>O<sub>4</sub> and features a broad substrate scope.

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Publication Details

Journal
Organic Letters
Published
2025-05-19
DOI
https://doi.org/10.1021/acs.orglett.5c01171
Citations
4
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
3.74

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article

Iron-Catalyzed Alkylative Aminosulfonylation of Alkenes and Alkynes via Radical-Anion Relay

Bangkui Yu, Xiaoya Hou, Hanmin Huang
4 citations
Organic Letters
Sulfur-Based Synthesis Techniques
3.74
article

Iron-Catalyzed Alkylative Aminosulfonylation of Alkenes and Alkynes via Radical-Anion Relay

Bangkui Yu, Xiaoya Hou, Hanmin Huang
article en
4 citations

Abstract

A novel Fe-catalyzed alkylative aminosulfonylation of alkenes and alkynes with alkyl halides and O-Ts activated hydroxylamines by using Na<sub>2</sub>S<sub>2</sub>O<sub>4</sub> as a reductant and sulfone source has been developed. The metal-electron-shuttle catalysis was discovered to be vital for the highly efficient generation of sulfonyl radicals and anions without requiring organometallic intermediates. This method provides efficient access to sulfonamides from easily available alkenes and Na<sub>2</sub>S<sub>2</sub>O<sub>4</sub> and features a broad substrate scope.

Organic LettersVol. 27(21)
University of Science and Technology of China (CN)
National Natural Science Foundation of China, Chinese Academy of Sciences, Key Technologies Research and Development Program
Openalex Percentile: Top 7%
Sulfur-Based Synthesis Techniques
3.74
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