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Design and Applications of a SO2 Surrogate in Palladium-Catalyzed Direct Aminosulfonylation between Aryl Iodides and Amines

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  • Xiuwen Jia, Sichuan University
  • ,
  • Søren Kramer, Technical University of Denmark
  • ,
  • Troels Skrydstrup
  • Zhong Lian, Sichuan University

A new SO2 surrogate is reported that is cheap, bench-stable, and can be accessed in just two steps from bulk chemicals. Essentially complete SO2 release is achieved in 5 minutes. Eight established sulfonylation reactions proceeded smoothly by ex situ formation of SO2 by utilizing a two-chamber system in combination with the SO2 surrogate. Furthermore, we report the first direct aminosulfonylation between aryl iodides and amines. Broad functional group tolerance is demonstrated, and the method is applicable to pharmaceutically relevant substrates, including heterocyclic substrates.

Original languageEnglish
JournalAngewandte Chemie - International Edition
Pages (from-to)7353-7359
Number of pages7
Publication statusPublished - Mar 2021

Bibliographical note

Publisher Copyright:
© 2020 Wiley-VCH GmbH

    Research areas

  • aminosulfonylation, aryl halides, cross-couplings, SO surrogates, sulfonamides

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