Beilstein Journal of Organic Chemistry (Jul 2019)

Vicinal difunctionalization of alkenes by four-component radical cascade reaction of xanthogenates, alkenes, CO, and sulfonyl oxime ethers

  • Shuhei Sumino,
  • Takahide Fukuyama,
  • Mika Sasano,
  • Ilhyong Ryu,
  • Antoine Jacquet,
  • Frédéric Robert,
  • Yannick Landais

DOI
https://doi.org/10.3762/bjoc.15.176
Journal volume & issue
Vol. 15, no. 1
pp. 1822 – 1828

Abstract

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Four-component coupling reactions between xanthogenates, alkenes, CO, and sulfonyl oxime ethers were studied. In the presence of hexabutylditin, working as a propagating radical reagent, the chain reaction proceeds, as expected, taking into account reagents polarities, affording the corresponding functionalized α-keto oximes. Although yields are modest, this rare one-pot four-component process is easy to carry out and the resulting compounds, bearing multiple functionalities, have the potential for further elaboration.

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