4.6 Article

Interception of benzyne with thioethers: a facile access to sulfur ylides under mild conditions

Journal

RSC ADVANCES
Volume 4, Issue 15, Pages 7623-7626

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c3ra47206j

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Funding

  1. Natural Science Foundation of China [21002032, 21272077]
  2. Shanghai Pujiang Program [11PJ1403100]
  3. Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD)
  4. Natural Science Foundation of Jiangsu Province [SBK201321632]

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Reactive benzyne generated from o-(trimethylsilyl) phenyl triflate under the action of CsF has been trapped in situ by thioethers to give sulfonium ylides, which in turn have been intercepted by isatins to give rise to corresponding spiroepoxy oxindoles in moderate to high yields. This reaction provides a facile and efficient synthesis of spiroepoxy oxindoles.

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