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  Site-Selective C–H Functionalization–Sulfination Sequence to Access Aryl Sulfonamides

Alvarez, E. M., Plutschack, M. B., Berger, F., & Ritter, T. (2020). Site-Selective C–H Functionalization–Sulfination Sequence to Access Aryl Sulfonamides. Organic Letters, 22(12), 4593-4596. doi:10.1021/acs.orglett.0c00982.

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 Creators:
Alvarez, Eva Maria1, Author           
Plutschack, Matthew B.1, 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: Aryl sulfinates are precursors to a diverse number of sulfonyl-derived arenes, which are common motifs in pharmaceuticals and agrochemicals. Here, we report a site-selective two-step C–H sulfination sequence via aryl sulfonium salts to access aryl sulfonamides. Combined with site-selective aromatic thianthrenation, an operationally simple one-pot palladium-catalyzed protocol introduces the sulfonyl group using sodium hydroxymethylsulfinate (Rongalite) as a source of SO22–. The hydroxymethyl sulfone intermediate generated from the catalytic process can be employed as a synthetic handle to deliver a variety of sulfonyl-containing compounds.

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Language(s): eng - English
 Dates: 2020-03-172020-04-072020-06-19
 Publication Status: Published in print
 Pages: 4
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1021/acs.orglett.0c00982
 Degree: -

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Title: Organic Letters
  Other : Org. Lett.
Source Genre: Journal
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Publ. Info: Washington, DC : American Chemical Society
Pages: - Volume / Issue: 22 (12) Sequence Number: - Start / End Page: 4593 - 4596 Identifier: ISSN: 1523-7060
CoNE: https://pure.mpg.de/cone/journals/resource/954925626338