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Reactivity of hypervalent iodine(III) reagents bearing a benzylamine with sulfenate salts

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Abstract

The reactivity of our recently disclosed hypervalent iodine reagents (HIRs) bearing a benzylamine with in situ-generated sulfenate salts was investigated. Under the studied conditions sulfonamides have been obtained in up to 52% yield. This reaction has been extended to a variety of HIRs and sulfenate salts to explore the different reactivity of these new reagents. A plausible mechanism is proposed, suggesting a possible radical pathway.

Original languageEnglish
Pages (from-to)3281-3289
Number of pages9
JournalBeilstein Journal of Organic Chemistry
Volume20
DOIs
Publication statusPublished - 2024

Keywords

  • electrophilic amination
  • hypervalent iodine reagents
  • sulfinamide
  • sulfonamide

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