Arylthianthrenium Salts as the Aryl Sources: Visible Light/Copper Catalysis-Enabled Intermolecular Azidosulfonylation of Alkenes.

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  • Additional Information
    • Source:
      Publisher: American Chemical Society Country of Publication: United States NLM ID: 100890393 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1523-7052 (Electronic) Linking ISSN: 15237052 NLM ISO Abbreviation: Org Lett Subsets: PubMed not MEDLINE; MEDLINE
    • Publication Information:
      Original Publication: Washington, DC : American Chemical Society, c1999-
    • Abstract:
      The difunctionalization of alkenes using aryl thianthrenium salts as the aryl sources has been reported sporadically. However, the four-component difunctionalization of alkenes on the basis of aryl thianthrenium salts has not been reported thus far and still remains a challenge. Herein, a visible light/copper catalysis-enabled four-component reaction of aryl thianthrenium salts, DABCO·(SO 2 ) 2 , alkenes, and TMSN 3 is presented, which affords a facile approach to β-azidosulfones in good yields with broad substrate scope and excellent functional group tolerance. This strategy indirectly realizes the method for the synthesis of β-azidosulfones through site-selective aryl C-H bond functionalization and alkene difunctionalization. This developed method is an important complement to thianthrenium salts chemistry.
    • Publication Date:
      Date Created: 20240226 Latest Revision: 20240308
    • Publication Date:
      20240308
    • Accession Number:
      10.1021/acs.orglett.4c00017
    • Accession Number:
      38408361