Visible-Light-Driven Deoxygenative Heteroarylation of Alcohols with Heteroaryl Sulfones,The Journal of Organic Chemistry

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Visible-Light-Driven Deoxygenative Heteroarylation of Alcohols with Heteroaryl Sulfones
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2024-02-16 , DOI: 10.1021/acs.joc.3c02733
Yanjiao Xiong ₁ , Qi Zhang ₁ , Jun Zhang ₁ , Xuesong Wu ₁

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The visible-light-promoted deoxygenative radical heteroarylation of alcohols was achieved in the absence of any external photosensitizers. The processes occur through the generation of xanthate salts from alcohols, followed by SET and fragmentation, delivering alkyl radicals to react with heteroaryl sulfones. This method is amenable for a wide range of alcohols with good functional group tolerance, providing a practical strategy for the alkylation of benzo-heteroaromatics. Mechanism studies indicate that direct visible-light excitation of xanthate anions and subsequent SET initiate the reactions.

中文翻译：

可见光驱动的醇与杂芳基砜的脱氧杂芳基化

可见光促进的醇脱氧自由基杂芳基化是在没有任何外部光敏剂的情况下实现的。该过程是通过从醇生成黄原酸盐，然后进行 SET 和裂解，传递烷基自由基与杂芳基砜反应而发生的。该方法适用于多种醇，具有良好的官能团耐受性，为苯并杂芳烃的烷基化提供了实用的策略。机理研究表明，黄原酸阴离子的直接可见光激发和随后的 SET 引发反应。

更新日期：2024-02-16

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