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  Late-Stage Aromatic C–H Oxygenation

Börgel, J., Tanwar, L., Berger, F., & Ritter, T. (2018). Late-Stage Aromatic C–H Oxygenation. Journal of the American Chemical Society, 140(47), 16026-16031. doi:10.1021/jacs.8b09208.

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 Creators:
Börgel, Jonas1, Author              
Tanwar, Lalita1, Author              
Berger, Florian1, Author              
Ritter, Tobias1, Author              
Affiliations:
1Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_2040308              

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 Abstract: Synthetic methods for oxidative aromatic C–O bond formation are sparse, despite their demand in metabolite synthesis for drug discovery and development. We report a novel methodology for late-stage C–O bond formation of arenes. The reaction proceeds with excellent functional group tolerance even for highly functionalized substrates. The resulting aryl mesylates provide access to potential human metabolites of pharmaceuticals, and may be used directly to install a C–F bond to block metabolic hotspots. A charge-transfer interaction between the reagent bis(methanesulfonyl) peroxide and the substrate arenes may be relevant for the chemoselective functionalization of arenes over other functional groups.

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Language(s): eng - English
 Dates: 2018-08-272018-11-132018-11-28
 Publication Status: Published in print
 Pages: 6
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1021/jacs.8b09208
 Degree: -

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Title: Journal of the American Chemical Society
  Other : J. Am. Chem. Soc.
  Abbreviation : JACS
Source Genre: Journal
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Publ. Info: Washington, DC : American Chemical Society
Pages: - Volume / Issue: 140 (47) Sequence Number: - Start / End Page: 16026 - 16031 Identifier: ISSN: 0002-7863
CoNE: https://pure.mpg.de/cone/journals/resource/954925376870