4.6 Article

Selenium-Catalyzed C(sp3)-H Acyloxylation: Application in the Expedient Synthesis of Isobenzofuranones

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 21, Issue 19, Pages 7030-7034

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201406290

Keywords

alkenes; CO coupling; oxidation; reaction mechanisms; selenium

Funding

  1. Fonds der Chemischen Industrie (FCI)
  2. Deutsche Forschungsgemeinschaft (DFG)

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Oxidative Se-catalyzed C(sp(3))H bond acyloxylation has been used to construct a diverse array of isobenzofuranones from simple ortho-allyl benzoic acid derivatives. The synthetic procedure employs mild reaction conditions and gives high chemoselectivity enabled by an inexpensive organodiselane catalyst. The presented approach offers a new synthetic pathway toward the core structures of phthalide natural products.

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