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Issue 15, 2017
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Photoinduced rearrangement of vinyl tosylates to β-ketosulfones

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Abstract

We developed a photoinduced radical fragmentation and rearrangement of vinyl tosylates that enables efficient formation of β-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 β-ketosulfones. This simple protocol features a broad scope with both aromatic and aliphatic substrates, convenient reagents and operating systems.

Graphical abstract: Photoinduced rearrangement of vinyl tosylates to β-ketosulfones

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Publication details

The article was received on 17 May 2017, accepted on 26 Jun 2017 and first published on 26 Jun 2017


Article type: Communication
DOI: 10.1039/C7GC01467H
Citation: Green Chem., 2017,19, 3530-3534
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    Photoinduced rearrangement of vinyl tosylates to β-ketosulfones

    L. Xie, X. Zhen, S. Huang, X. Su, M. Lin and Y. Li, Green Chem., 2017, 19, 3530
    DOI: 10.1039/C7GC01467H

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