4.8 Article

Photoinduced rearrangement of vinyl tosylates to β-ketosulfones

Journal

GREEN CHEMISTRY
Volume 19, Issue 15, Pages 3530-3534

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7gc01467h

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Funding

  1. National Natural Science Foundation of China [21402028]
  2. Fuzhou University [510269]
  3. Research Institute of Photocatalysis, Fujian Provincial Key Laboratory of Photocatalysis, Fuzhou University [52003426]

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We developed a photoinduced radical fragmentation and rearrangement of vinyl tosylates that enables efficient formation of beta-ketosulfones. This process is based on the photoinitiated homolysis of vinyl tosylate to release a sulfinyl radical from the tosyl group and the subsequent addition of a sulfinyl radical to another vinyl tosylate to form the desired beta-ketosulfones. This simple protocol features a broad scope with both aromatic and aliphatic substrates, convenient reagents and operating systems.

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