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. 2025 Sep 25.
doi: 10.1021/acs.joc.5c01823. Online ahead of print.

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

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

Bo-Xi Liu et al. J Org Chem. .

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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