1,2-Aminosulfonylation of Alkenes via a Photoexcited Cu(I)-Substrate Complex: A Three-Component Coupling Approach

We report a Cu(I)-photocatalyzed three-component coupling process to achieve regioselective, vicinal 1,2-aminosulfonylations of alkenes. The critical aspect of this methodology is found in the utilization of in situ generated photoactive Cu(I)-amine substrate complexes, which facilitate the formal oxidation of Cu(I) to Cu(III) in a stepwise manner. In this way, the conceivable two-component chlorosulfonylation of alkenes is effectively suppressed, allowing the combination of styrene derivatives, sulfonyl chlorides, and amines. Furthermore, this protocol can be used to facilitate late-stage functionalization, thereby enabling the diversification of biomolecules.

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Publication Details

Journal
ACS Catalysis
Published
2025-10-13
DOI
https://doi.org/10.1021/acscatal.5c05213
Citations
3
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
2.81
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article

1,2-Aminosulfonylation of Alkenes via a Photoexcited Cu(I)-Substrate Complex: A Three-Component Coupling Approach

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ACS Catalysis
Sulfur-Based Synthesis Techniques
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article

1,2-Aminosulfonylation of Alkenes via a Photoexcited Cu(I)-Substrate Complex: A Three-Component Coupling Approach

Oliver Reiser, Pablo Jaque, Marco A. Henríquez, Sunaina Sardana, Aryaman Pattanaik, Alan R. Cabrera, Camilo Verdugo, P. Das
article en
3 citations

Abstract

We report a Cu(I)-photocatalyzed three-component coupling process to achieve regioselective, vicinal 1,2-aminosulfonylations of alkenes. The critical aspect of this methodology is found in the utilization of in situ generated photoactive Cu(I)-amine substrate complexes, which facilitate the formal oxidation of Cu(I) to Cu(III) in a stepwise manner. In this way, the conceivable two-component chlorosulfonylation of alkenes is effectively suppressed, allowing the combination of styrene derivatives, sulfonyl chlorides, and amines. Furthermore, this protocol can be used to facilitate late-stage functionalization, thereby enabling the diversification of biomolecules.

ACS CatalysisVol. 15(21)
Universidad de Santiago de Chile (CL), Pontificia Universidad Católica de Chile (CL), University of Regensburg (DE), University of Chile (CL)
Openalex Percentile: Top 9%
Sulfur-Based Synthesis Techniques
2.81
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