IDEAS home Printed from https://ideas.repec.org/a/nat/natcom/v5y2014i1d10.1038_ncomms6602.html
   My bibliography  Save this article

Iron catalysed direct alkylation of amines with alcohols

Author

Listed:
  • Tao Yan

    (Stratingh Institute for Chemistry, University of Groningen)

  • Ben L Feringa

    (Stratingh Institute for Chemistry, University of Groningen)

  • Katalin Barta

    (Stratingh Institute for Chemistry, University of Groningen)

Abstract

The selective conversion of carbon–oxygen bonds into carbon–nitrogen bonds to form amines is one of the most important chemical transformations for the production of bulk and fine chemicals and pharma intermediates. An attractive atom-economic way of carrying out such C–N bond formations is the direct N-alkylation of simple amines with alcohols by the borrowing hydrogen strategy. Recently, transition metal complexes based on precious metals have emerged as suitable catalysts for this transformation; however, the crucial change towards the use of abundant, inexpensive and environmentally friendly metals, in particular iron, has not yet been accomplished. Here we describe the homogeneous, iron-catalysed, direct alkylation of amines with alcohols. The scope of this new methodology includes the monoalkylation of anilines and benzyl amines with a wide range of alcohols, and the use of diols in the formation of five, six- and seven- membered nitrogen heterocycles, which are privileged structures in numerous pharmaceuticals.

Suggested Citation

  • Tao Yan & Ben L Feringa & Katalin Barta, 2014. "Iron catalysed direct alkylation of amines with alcohols," Nature Communications, Nature, vol. 5(1), pages 1-7, December.
  • Handle: RePEc:nat:natcom:v:5:y:2014:i:1:d:10.1038_ncomms6602
    DOI: 10.1038/ncomms6602
    as

    Download full text from publisher

    File URL: https://www.nature.com/articles/ncomms6602
    File Function: Abstract
    Download Restriction: no

    File URL: https://libkey.io/10.1038/ncomms6602?utm_source=ideas
    LibKey link: if access is restricted and if your library uses this service, LibKey will redirect you to where you can use your library subscription to access this item
    ---><---

    More about this item

    Statistics

    Access and download statistics

    Corrections

    All material on this site has been provided by the respective publishers and authors. You can help correct errors and omissions. When requesting a correction, please mention this item's handle: RePEc:nat:natcom:v:5:y:2014:i:1:d:10.1038_ncomms6602. See general information about how to correct material in RePEc.

    If you have authored this item and are not yet registered with RePEc, we encourage you to do it here. This allows to link your profile to this item. It also allows you to accept potential citations to this item that we are uncertain about.

    We have no bibliographic references for this item. You can help adding them by using this form .

    If you know of missing items citing this one, you can help us creating those links by adding the relevant references in the same way as above, for each refering item. If you are a registered author of this item, you may also want to check the "citations" tab in your RePEc Author Service profile, as there may be some citations waiting for confirmation.

    For technical questions regarding this item, or to correct its authors, title, abstract, bibliographic or download information, contact: Sonal Shukla or Springer Nature Abstracting and Indexing (email available below). General contact details of provider: http://www.nature.com .

    Please note that corrections may take a couple of weeks to filter through the various RePEc services.

    IDEAS is a RePEc service. RePEc uses bibliographic data supplied by the respective publishers.