Photocatalytic access to aromatic keto sulfonyl fluorides from vinyl fluorosulfates

Jianchao Cui,Sen Ke, Jia Zhao, Shufeng Wu, Wencheng Luo,Shinuo Xu,Xiaolong Su,Yi Li

Organic Chemistry Frontiers(2022)

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摘要
We present herein an efficient photocatalytic transformation of vinyl fluorosulfates to aromatic β-keto sulfonyl fluorides with 1 mol% of iridium catalyst under the irradiation of 3W blue LEDs. Preliminary mechanistic studies proposed a direct radical fragmentation and recombination of vinyl fluorosulfates through a free fluorosulfonyl radical (FSO2˙). This methodology provides a facile approach to aromatic β-keto sulfonyl fluorides, featuring sustainable conditions and a broad substrate scope (32 examples) with 33%–90% isolated yields.
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