Jump to main content
Jump to site search

Issue 12, 2016
Previous Article Next Article

Intramolecular 1,5-C(sp3)–H radical amination via Co(II)-based metalloradical catalysis for five-membered cyclic sulfamides

Author affiliations

Abstract

Co(II)-based metalloradical catalysis (MRC) proves effective for intramolecular 1,5-C–H amination of sulfamoyl azides under neutral and nonoxidative conditions, providing a straightforward approach to access strained 5-membered cyclic sulfamides with nitrogen gas as the only byproduct. The metalloradical amination system is applicable to different types of C(sp3)–H bonds and has a high degree of functional group tolerance. Additional features of the Co(II)-catalyzed 1,5-C–H amination include excellent chemoselectivity toward allylic and propargylic C–H bonds. The unique reactivity and selectivity profile of the Co(II)-catalyzed 1,5-C–H amination is attributed to the underlying radical mechanism of MRC.

Graphical abstract: Intramolecular 1,5-C(sp3)–H radical amination via Co(ii)-based metalloradical catalysis for five-membered cyclic sulfamides

Back to tab navigation

Supplementary files

Publication details

The article was received on 20 May 2016, accepted on 25 Jul 2016 and first published on 28 Jul 2016


Article type: Edge Article
DOI: 10.1039/C6SC02231F
Citation: Chem. Sci., 2016,7, 6934-6939
  • Open access: Creative Commons BY license
  •   Request permissions

    Intramolecular 1,5-C(sp3)–H radical amination via Co(II)-based metalloradical catalysis for five-membered cyclic sulfamides

    H. Lu, K. Lang, H. Jiang, L. Wojtas and X. P. Zhang, Chem. Sci., 2016, 7, 6934
    DOI: 10.1039/C6SC02231F

    This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material.

    Reproduced material should be attributed as follows:

    • For reproduction of material from NJC:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the Centre National de la Recherche Scientifique (CNRS) and the RSC.
    • For reproduction of material from PCCP:
      [Original citation] - Published by the PCCP Owner Societies.
    • For reproduction of material from PPS:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the European Society for Photobiology, the European Photochemistry Association, and RSC.
    • For reproduction of material from all other RSC journals:
      [Original citation] - Published by The Royal Society of Chemistry.

    Information about reproducing material from RSC articles with different licences is available on our Permission Requests page.

Search articles by author

Spotlight

Advertisements