Jump to main content
Jump to site search


Rh(ii)-catalyzed branch-selective C–H alkylation of aryl sulfonamides with vinylsilanes

Author affiliations

Abstract

Rhodium(II)-catalyzed unusual branch-selective ortho-C–H alkylation of aryl sulfonamides with vinylsilanes was achieved using an 8-aminoquinoline directing group. Notably, the para-substituted aryl sulfonamides gave mono-(branched)alkylated products exclusively without the formation of any double C–H alkylated byproducts. The results of deuterium labeling experiments suggest that both hydrometalation and carbometalation pathways are involved in this conversion.

Graphical abstract: Rh(ii)-catalyzed branch-selective C–H alkylation of aryl sulfonamides with vinylsilanes

Back to tab navigation

Supplementary files

Publication details

The article was received on 27 Aug 2019, accepted on 09 Nov 2019 and first published on 11 Nov 2019


Article type: Edge Article
DOI: 10.1039/C9SC04308J
Chem. Sci., 2020, Advance Article
  • Open access: Creative Commons BY-NC license
    All publication charges for this article have been paid for by the Royal Society of Chemistry

  •   Request permissions

    Rh(II)-catalyzed branch-selective C–H alkylation of aryl sulfonamides with vinylsilanes

    S. Rej and N. Chatani, Chem. Sci., 2020, Advance Article , DOI: 10.1039/C9SC04308J

    This article is licensed under a Creative Commons Attribution-NonCommercial 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 and it is not used for commercial purposes.

    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