4.6 Article

Aryne triggered [2,3]-sigmatropic rearrangement of allyl and propargyl thioethers

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 15, Issue 23, Pages 4946-4950

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7ob00914c

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Funding

  1. Fundamental Research Funds from the Central Universities in Beijing University of Chemical Technology [buctrc201721, PYCC1707]
  2. National Natural Science Foundation of China [21602119, U1504208]
  3. He'nan Provincial Department of Science and Technology [152300410117]

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An efficient protocol for [2,3]-sigmatropic rearrangement of allyl and propargyl thioethers is reported. The key sulfonium ylide intermediate is in situ formed via S-arylation of arynes. This transition metal-free method allows for ready access to a wide array of functionalized thioether derivatives in good to excellent yields.

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