Visible-Light-Mediated Borylation of Arenes via an Electron Donor–Acceptor Complex of Thianthrenium Salts

Aryl borates are one of the most important synthetic materials in organic synthesis. Herein, we report a visible-light-induced electron donor-acceptor (EDA)-based borylation protocol between thianthrenium salts and 1,4-diazabicyclo[2.2.2]octane (DABCO) for the synthesis of various aryl boronates without a photocatalyst or stepwise processing. Remarkably, this photochemical strategy is compatible with a wide range of sensitive functional groups and affords excellent yields. Moreover, the quantitative recovery of thianthrene for feedstock synthesis lowers the reaction cost.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-05-05
DOI
https://doi.org/10.1021/acs.joc.5c00469
Citations
2
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
1.87

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article

Visible-Light-Mediated Borylation of Arenes via an Electron Donor–Acceptor Complex of Thianthrenium Salts

Cai Yiping, Qin‐Hua Song, Tao Liu
2 citations
The Journal of Organic Chemistry
Radical Photochemical Reactions
1.87
article

Visible-Light-Mediated Borylation of Arenes via an Electron Donor–Acceptor Complex of Thianthrenium Salts

Cai Yiping, Qin‐Hua Song, Tao Liu
article en
2 citations

Abstract

Aryl borates are one of the most important synthetic materials in organic synthesis. Herein, we report a visible-light-induced electron donor-acceptor (EDA)-based borylation protocol between thianthrenium salts and 1,4-diazabicyclo[2.2.2]octane (DABCO) for the synthesis of various aryl boronates without a photocatalyst or stepwise processing. Remarkably, this photochemical strategy is compatible with a wide range of sensitive functional groups and affords excellent yields. Moreover, the quantitative recovery of thianthrene for feedstock synthesis lowers the reaction cost.

The Journal of Organic ChemistryVol. 90(19)
University of Science and Technology of China (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 16%
Radical Photochemical Reactions
1.87
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