4.8 Article

Bioinspired Direct Access to Benzofuroindolines by Oxidative [3+2] Annulation of Phenols and Indoles

Journal

ORGANIC LETTERS
Volume 16, Issue 21, Pages 5752-5755

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol502820p

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Funding

  1. Fondation pour le developpement de la chimie des substances naturelles et ses applications
  2. sous l'egide de l'Academie des Sciences
  3. ANR [ANR-12-JS07-0002]
  4. Universite Paris Sud
  5. CNRS
  6. Agence Nationale de la Recherche (ANR) [ANR-12-JS07-0002] Funding Source: Agence Nationale de la Recherche (ANR)

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The straightforward entry to benzofuroindoline containing natural product-like scaffolds has been achieved by a challenging [3 + 2] oxidative coupling between phenols and indoles. The reaction proceeds by NIS-oxidation of the indole followed by the trapping of the resulting electrophilic intermediate by phenol.

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