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September 28, 2025The Journal of Organic Chemistry2 citations

Photocatalytic Functionalization of Alkenes Using N-Sulfonyl Sulfilimines as Sulfonamidyl Radical Precursors

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BLBo-Xi LiuSSSyed Anis Ali ShahFZFeng Zhou

Key Points

  • This method produces sulfilimines from sulfonamides, allowing for new functionalization routes.
  • Efficient synthesis of aminoalcohol and imidazoline derivatives achieved using visible-light photoredox catalysis.
  • The approach showcases broad compatibility with various functional groups, enhancing synthetic options.
  • Highlights operational simplicity while maintaining high efficiency in creating diverse pharmaceutical intermediates.

Abstract

Primary sulfonamides are inexpensive, naturally occurring, and chemically diverse molecules with significant relevance in drug development. In recent years, late-stage functionalization strategies to generate sulfonamidyl radicals from sulfonamides have emerged as a critical focus in synthetic chemistry. Here, we present a complementary method for activating primary sulfonamides to generate sulfilimines, enabling the efficient synthesis of aminoalcohol and imidazoline derivatives via visible-light photoredox catalysis. This approach featured broad functional group compatibility, operational simplicity, and high efficiency.

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Cite This Study

Liu et al. (2025) studied this question.

synapsesocial.com/papers/68d913b74ddcf71ba560c2a4https://doi.org/10.1021/acs.joc.5c01823
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