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Combined Oxypalladation/C[BOND]H Functionalization: Palladium(II)-Catalyzed Intramolecular Oxidative Oxyarylation of Hydroxyalkenes

Authors

  • Rong Zhu,

    1. Department of Chemistry, Room 18-490, Massachusetts Institute of Technology, Cambridge, MA 02139 (USA)
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  • Prof. Dr. Stephen L. Buchwald

    Corresponding author
    1. Department of Chemistry, Room 18-490, Massachusetts Institute of Technology, Cambridge, MA 02139 (USA)
    • Department of Chemistry, Room 18-490, Massachusetts Institute of Technology, Cambridge, MA 02139 (USA)
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  • We thank the National Institutes of Health (GM46059) for financial support of this project. The Varian 400 MHz NMR spectrometer used in this work was supported by grants from the National Institutes of Health (1S10RR13886-01). We thank the National Science Foundation for departmental X-ray diffraction instrumentation (CHE-0946721).

Abstract

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An efficient protocol has been developed for the intramolecular oxidative oxyarylation using a PdII-catalyzed tandem oxypalladation/C[BOND]H functionalization strategy. This methodology allows rapid access to tetrahydro-2H-indeno-[2,1-b]furan frameworks from simple hydroxyalkenes. The reactivity of this process is orthogonal to that of Pd0-catalyzed transformations, enabling the divergent modification of a single molecule.

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