Late‐Stage Deaminative Radical Diversification of Sulfonamides via CuI/Photoredox Synergy: A Direct Strategy for (E)‐β‐Iodovinyl Sulfones

A dual‐catalytic metallaphotoredox strategy repurposes sulfonamides as sulfonylating reagents via radical cascades, leveraging copper's dual role as photoredox mediator and coupling catalyst. Exemplified by iodosulfonylation of alkynes, the protocol achieves in situ sulfonamide diazotization to generate sulfonyl radicals, followed by regioselective addition to alkynes and copper‐catalyzed iodination. This all‐in‐one strategy eliminates the need for sulfonamide prefunctionalization, offering step‐economy, operational simplicity, and broad functional group tolerance.

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Publication Details

Journal
Advanced Synthesis & Catalysis
Published
2025-12-08
DOI
https://doi.org/10.1002/adsc.70068
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
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article

Late‐Stage Deaminative Radical Diversification of Sulfonamides via CuI/Photoredox Synergy: A Direct Strategy for (E)‐β‐Iodovinyl Sulfones

Cheng‐Liang Liu, Zhixing Liu, Jia‐Ying Dai, Jiang‐Sheng Li et al.
Advanced Synthesis & Catalysis
Sulfur-Based Synthesis Techniques
article

Late‐Stage Deaminative Radical Diversification of Sulfonamides via CuI/Photoredox Synergy: A Direct Strategy for (E)‐β‐Iodovinyl Sulfones

Cheng‐Liang Liu, Zhixing Liu, Jia‐Ying Dai, Jiang‐Sheng Li, Zhiwei Li, Jia Liu, Qian Yan, Zi‐Rui Kuang
article en

Abstract

A dual‐catalytic metallaphotoredox strategy repurposes sulfonamides as sulfonylating reagents via radical cascades, leveraging copper's dual role as photoredox mediator and coupling catalyst. Exemplified by iodosulfonylation of alkynes, the protocol achieves in situ sulfonamide diazotization to generate sulfonyl radicals, followed by regioselective addition to alkynes and copper‐catalyzed iodination. This all‐in‐one strategy eliminates the need for sulfonamide prefunctionalization, offering step‐economy, operational simplicity, and broad functional group tolerance.

Advanced Synthesis & CatalysisVol. 368(3)
Hunan Entry-Exit Inspection and Quarantine Bureau (CN), Department of Science and Technology of Hunan Province (CN), Changsha University of Science and Technology (CN)
Openalex Percentile: Top 71%
Sulfur-Based Synthesis Techniques
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