Photoredox-Catalyzed Three-Component Construction of Aryl Sulfonyl Fluoride Using KHF 2 : Late-Stage Drug Fluorosulfonylation

作者：Hanhan Sun, Wanqing Meng, Xiaoxu Ma, Zhiling Cheng, Cheng Chen, Ni Yan, Fengying Yan, Qiaomei Zhu, Ping Zhang, Xianwei Sui · 发表于：The Journal of Organic Chemistry · 年份：2024 · DOI：10.1021/acs.joc.4c01892 · 被引用次数：3 · 研究领域：Sulfur-Based Synthesis Techniques、Fluorine in Organic Chemistry、Radical Photochemical Reactions

Aryl sulfonyl fluorides are prominently featured in organic synthesis and medicinal chemistry. Herein, a metal-free photoredox-catalyzed three-component assembly of aryl sulfonyl fluoride via aryl sulfonyl ammonium salt intermediate has been reported. A variety of structurally diverse aryl sulfonyl fluorides were synthesized rapidly from dibenzothiophenium (DBT) salts under mild conditions by using KHF 2 as the fluorine source. Notably, this methodology can be employed as an efficient and sustainable approach for late-stage drug fluorosulfonylation. Good yields and broad functionality tolerance were the features of this methodology. Moreover, the derivatization of aryl sulfonyl fluoride molecules was also demonstrated to showcase its synthetic utility.