Dual Copper/Photoredox Catalysis: Photoreductive 1,4-Dicarbofunctionalization of 1,3-Enynes with Dibenzothiophenium Salts and Trimethylsilyl Cyanide

A photoredox and copper dual-catalyzed 1,4-arylcyanation of 1,3-enynes has been established using aryldibenzothiophenium salts (Ar-DBT<sup>+</sup>) as aryl radical precursors, affording a wide array of tetra-substituted allenes with high chemo- and regioselectivity. This strategy exhibits a broad substrate scope with remarkable functional group tolerance, all under mild conditions. Notably, this process generates tetra-substituted allenes in a one-step reaction through the use of various electron-rich and electron-deficient aryldibenzothiophenium salts.

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Publication Details

Journal
Organic Letters
Published
2025-08-08
DOI
https://doi.org/10.1021/acs.orglett.5c02588
Citations
2
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
1.87

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article

Dual Copper/Photoredox Catalysis: Photoreductive 1,4-Dicarbofunctionalization of 1,3-Enynes with Dibenzothiophenium Salts and Trimethylsilyl Cyanide

Wangqin Ji, Tao‐Yan Lin, Xinyu Peng
2 citations
Organic Letters
Sulfur-Based Synthesis Techniques
1.87
article

Dual Copper/Photoredox Catalysis: Photoreductive 1,4-Dicarbofunctionalization of 1,3-Enynes with Dibenzothiophenium Salts and Trimethylsilyl Cyanide

Wangqin Ji, Tao‐Yan Lin, Xinyu Peng
article en
2 citations

Abstract

A photoredox and copper dual-catalyzed 1,4-arylcyanation of 1,3-enynes has been established using aryldibenzothiophenium salts (Ar-DBT<sup>+</sup>) as aryl radical precursors, affording a wide array of tetra-substituted allenes with high chemo- and regioselectivity. This strategy exhibits a broad substrate scope with remarkable functional group tolerance, all under mild conditions. Notably, this process generates tetra-substituted allenes in a one-step reaction through the use of various electron-rich and electron-deficient aryldibenzothiophenium salts.

Organic LettersVol. 27(33)
Ministry of Education of the People's Republic of China (CN), Huaibei Normal University (CN), Guizhou University (CN), Shanghai Pesticide Research Institute (CN)
National Natural Science Foundation of China, Anhui Provincial Department of Education
Clean water and sanitation
Openalex Percentile: Top 14%
Sulfur-Based Synthesis Techniques
1.87
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