Hydrosulfonylation of Alkenes with Sulfonyl Imines via Ir/Cu Dual Photoredox Catalysis

Org Lett. 2022 Jun 10;24(22):3944-3949. doi: 10.1021/acs.orglett.2c01260. Epub 2022 May 26.

Abstract

Sulfonamides exhibit the advantages of wide prevalence, excellent prefunctionalization capability, and broad functional group compatibility. We report here utilizing sulfonyl imines as sulfonyl radical precursors for hydrosulfonylation of activated alkenes via visible-light irradiation. By preinstallation of functional groups into the sulfonamides and subsequent hydrosulfonylation, a variety of complex sulfones were synthesized with good efficiency under Ir/Cu dual photoredox catalysis. Additionally, this protocol expands the research in late-stage N-S bond modification in sulfonamides.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes* / chemistry
  • Catalysis
  • Imines* / chemistry
  • Sulfonamides / chemistry
  • Sulfones / chemistry

Substances

  • Alkenes
  • Imines
  • Sulfonamides
  • Sulfones