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

IF 3.3 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-05-04 DOI:10.1021/acs.joc.5c00469

Tao Liu, Yi-Ping Cai, Qin-Hua Song

引用次数: 0

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.

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可见光介导的硫鎓盐电子供体-受体配合物对芳烃的硼化反应

硼酸芳酯是有机合成中最重要的合成材料之一。在此，我们报道了一种可见光诱导的基于电子供体-受体（EDA）的硫钍盐和1,4-重氮杂环[2.2.2]辛烷（DABCO）之间的硼化反应方案，用于合成各种芳基硼酸盐，而无需光催化剂或分步处理。值得注意的是，这种光化学策略与广泛的敏感官能团兼容，并提供优异的产率。此外，定量回收的噻吩用于原料合成，降低了反应成本。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.