4.7 Article

PdCl2-Promoted Electrophilic Annulation of 2-Alkynylphenol Derivatives with Disulfides or Diselenides in the Presence of Iodine

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 20, Pages 7844-7848

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo9016309

Keywords

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Funding

  1. National Natural Science Foundation of China [20872112]
  2. Zhejiang Provincial Natural Science Foundation of China [Y407116, Y4080169]
  3. Wenzhou University [2007L004]

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An efficient synthesis of 3-chalcogen-benzo[b]furans via palladium-promoted annulation reactions of 2-alkynylphenol derivatives with disulfides or diselenides and iodide has been developed. In the presence of I-2 and PdCl2, both 3-sulfenylbenzofurans and 3-selenenylbenzofurans were selectively prepared from the cyclization of 2-alkynyanisoles with disulfides or diselenides in moderate to excellent yields.

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