Rhodium-Catalyzed Direct C[BOND]H Amination of Benzamides with Aryl Azides: A Synthetic Route to Diarylamines

Authors

  • Jaeyune Ryu,

    1. Department of Chemistry and Molecular-Level Interface Research Center, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305–701 (Korea)
    Search for more papers by this author
  • Kwangmin Shin,

    1. Department of Chemistry and Molecular-Level Interface Research Center, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305–701 (Korea)
    Search for more papers by this author
  • Sae Hume Park,

    1. Department of Chemistry and Molecular-Level Interface Research Center, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305–701 (Korea)
    Search for more papers by this author
  • Ji Young Kim,

    1. Department of Chemistry and Molecular-Level Interface Research Center, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305–701 (Korea)
    Search for more papers by this author
  • Prof. Dr. Sukbok Chang

    Corresponding author
    1. Department of Chemistry and Molecular-Level Interface Research Center, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305–701 (Korea)
    • Department of Chemistry and Molecular-Level Interface Research Center, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305–701 (Korea)
    Search for more papers by this author

  • This research was supported by the Korea Research Foundation Grant (KRF-2008-C00024), MIRC (NRF-2011–0001322), and a Global Ph.D. Fellowship (NRF-2011-0008452) to J.R.

Abstract

original image

No muss, no fuss: A rhodium-catalyzed direct intermolecular C[BOND]H amination of benzamides and ketoximes using aryl azides as the amine source has been developed. The reaction exhibits a broad substrate scope with excellent functional-group tolerance, requires no external oxidants, releases N2 as the only by-product, and produces diarylamines in high yields.

Ancillary