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Continuous-Flow Synthesis of 3,3-Disubstituted Oxindoles by a Palladium-Catalyzed α-Arylation/Alkylation Sequence

Authors

  • Dr. Pengfei Li,

    1. Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Ave., Cambridge, MA 02139 (USA), Fax: (+1) 617-253-3297
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  • Prof. Stephen L. Buchwald

    Corresponding author
    1. Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Ave., Cambridge, MA 02139 (USA), Fax: (+1) 617-253-3297
    • Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Ave., Cambridge, MA 02139 (USA), Fax: (+1) 617-253-3297
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  • We thank Novartis International AG for funding. The 300 MHz NMR instrument used was supported by the National Science Foundation (Grants CHE-9808061 and DBI-9729592)

Abstract

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Facilitating chemistry: Key to the success of Pd-catalyzed α-arylation of oxindoles in continuous flow involved a biphasic system, a precatalyst, and a packed-bed microreactor. Furthermore, this reaction was integrated into a two-step continuous-flow sequence for rapid, modular, and efficient syntheses of 3,3-disubstituted oxindoles.

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