Get access

Palladium-Catalyzed Aminocarbonylation of Aryl Chlorides at Atmospheric Pressure: The Dual Role of Sodium Phenoxide

Authors

  • Joseph R. Martinelli Dr.,

    1. Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Ave. Cambridge, MA 02139, USA, Fax: (+1) 617-253-3297
    Search for more papers by this author
  • Thomas P. Clark Dr.,

    1. Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Ave. Cambridge, MA 02139, USA, Fax: (+1) 617-253-3297
    Search for more papers by this author
  • Donald A. Watson Dr.,

    1. Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Ave. Cambridge, MA 02139, USA, Fax: (+1) 617-253-3297
    Search for more papers by this author
  • Rachel H. Munday Dr.,

    1. Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Ave. Cambridge, MA 02139, USA, Fax: (+1) 617-253-3297
    Search for more papers by this author
  • Stephen L. Buchwald Prof. Dr.

    1. Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Ave. Cambridge, MA 02139, USA, Fax: (+1) 617-253-3297
    Search for more papers by this author

  • We thank the National Institutes of Health (GM46059) and the MIT–Singapore Alliance for funding. We are indebted to Merck, Amgen, and Boehringer-Ingelheim for unrestricted support. We are also extremely grateful to Nippon Chemical Co. for providing generous donations of 68. We also thank BASF for a donation of palladium acetate.

Abstract

original image

Kein Druck, kein Stress: Ein allgemein anwendbares, mildes System für die Pd-katalysierte Carbonylierng von Arylchloriden zu den entsprechenden Amiden wurde entwickelt. Der Katalysator enthält einen einfachen, luftstabilen und kommerziell erhältlichen Liganden und arbeitet bei 1 atm CO-Druck (siehe Schema, Cy=Cyclohexyl). Entscheidend ist der Zusatz von Natriumphenoxid, dessen Rolle durch In-situ-IR-Spektroskopie untersucht wurde.

Get access to the full text of this article

Ancillary