Aliphatic Sulfonyl Fluoride Synthesis via Decarboxylative Fluorosulfonylation of Hypervalent Iodine(III) Carboxylates
作者:Caiyun Ou, Yinxia Cai, Yuyang Ma, Haozhen Zhang, Xiaoyu Ma, Chao Liu · 发表于:Organic Letters · 年份:2023 · DOI:10.1021/acs.orglett.3c02652 · 被引用次数:26 · 研究领域:Oxidative Organic Chemistry Reactions、Fluorine in Organic Chemistry、Sulfur-Based Synthesis Techniques
We disclose herein a photocatalytic decarboxylative fluorosulfonylation reaction of various hypervalent iodine(III) carboxylates in combination with 1,4-diazabicyclo[2.2.2]octane–bis(sulfur dioxide) adduct as a sulfonyl source and KHF 2 as a desirable fluorine source via a radical sulfur dioxide insertion and fluorination strategy. A one-pot photocatalytic decarboxylative fluorosulfonylation reaction of various carboxylic acids mediated by PhI(OAc) 2 was realized, as well. Notably, this transformation can be performed under heating conditions without the need for catalysts.