基于吡啶鎓的氟磺酰胺试剂实现了光氧化还原催化的自由基氟磺酰胺化反应。
Pyridinium-Based Fluorosulfonamide Reagents Enabled Photoredox-Catalyzed Radical Fluorosulfonamidation.
作者信息
Li Heyin, Zhang Xian, Wang Zhen, Sun Chao, Huang Mengjun, Liu Jing, Li Yifan, Zou Zhenlei, Pan Yi, Zhang Weigang, Wang Yi
机构信息
State Key Laboratory of Coordination Chemistry, Jiangsu Key Laboratory of Advanced Organic Materials, Collaborative Innovation Center of Advanced Microstructures, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China.
Anhui Technology Research Center of Optoelectronic Technology Appliance, Biomimetic Energy Laboratory, School of Electrical Engineering, Tongling University, Tongling 244000, China.
出版信息
Org Lett. 2024 Aug 9;26(31):6714-6719. doi: 10.1021/acs.orglett.4c02344. Epub 2024 Jul 26.
Sulfamoyl fluorides, as a crucial building block of SuFEx, have garnered extensive research interest due to their unique properties. However, the direct radical fluorosulfonamidation process for the synthesis of sulfamoyl fluorides has been overlooked. We herein disclosed a practical procedure for constructing a redox-active fluorosulfonamide radical reagent named fluorosulfonyl--pyridinium tetrafluoroborate (PNSF) from SOF. These reagents can facilitate a range of reactions, including the -(fluorosulfonyl) sulfonamidation of (hetero)arenes, sequential radical stereoselective fluorosulfonamidation, and 1,2-difunctionalization of alkenes.
磺酰氟作为硫（VI）氟交换（SuFEx）的关键结构单元，因其独特的性质而受到广泛的研究关注。然而，用于合成磺酰氟的直接自由基氟磺酰胺化过程却被忽视了。我们在此公开了一种从SOF构建氧化还原活性氟磺酰胺自由基试剂——四氟硼酸氟磺酰基吡啶鎓（PNSF）的实用方法。这些试剂可促进一系列反应，包括（杂）芳烃的α-（氟磺酰基）磺酰胺化、连续自由基立体选择性氟磺酰胺化以及烯烃的1,2-双官能化反应。
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