芳基磺酰氟的合成——二芳基碘鎓盐的有机光催化氟磺酰化反应
Aryl sulfonyl fluoride synthesis organophotocatalytic fluorosulfonylation of diaryliodonium salts.
作者信息
Ma Yuyang, Pan Qijun, Ou Caiyun, Cai Yinxia, Ma Xiaoyu, Liu Chao
机构信息
School of Chemical and Environmental Engineering, Shanghai Institute of Technology, 100 Haiquan Road, Shanghai 201418, China.
Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China.
出版信息
Org Biomol Chem. 2023 Sep 27;21(37):7597-7601. doi: 10.1039/d3ob01200j.
A mild and efficient synthesis of various aryl sulfonyl fluorides from diaryliodonium salts under organophotocatalysis a radical sulfur dioxide insertion and fluorination strategy is presented. Diaryliodonium salts are used as aryl radical precursors, the 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct (DABSO) as a sulfonyl source and cheap KHF as a desirable fluorine source, respectively. Notably, the electronic properties of substituents on the aromatic rings in diaryliodonium salts have a significant influence on the reaction yields.
报道了一种在有机光催化下由二芳基碘鎓盐温和高效地合成各种芳基磺酰氟的方法——一种自由基二氧化硫插入和氟化策略。二芳基碘鎓盐分别用作芳基自由基前体，1,4-二氮杂双环[2.2.2]辛烷双（二氧化硫）加合物（DABSO）用作磺酰基源，廉价的KHF用作理想的氟源。值得注意的是，二芳基碘鎓盐中芳环上取代基的电子性质对反应产率有显著影响。
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