Photocatalytic Functionalization of Alkenes Using <i>N</i>-Sulfonyl Sulfilimines as Sulfonamidyl Radical Precursors

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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Journal
The Journal of Organic Chemistry
Published
2025-09-25
DOI
https://doi.org/10.1021/acs.joc.5c01823
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
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article

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

Shun‐Yi Wang, Hasan Muhammad, Feng Zhou, Weidong Rao et al.
The Journal of Organic Chemistry
Sulfur-Based Synthesis Techniques
article

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

Shun‐Yi Wang, Hasan Muhammad, Feng Zhou, Weidong Rao, Bo-Xi Liu, Syed Anis Ali Shah, Daopeng Sheng, Shusu Shen
article en

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.

The Journal of Organic ChemistryVol. 90(40)
Nanjing Forestry University (CN), Suzhou University of Science and Technology (CN), Soochow University (CN), Laboratoire de Synthèse Organique (FR)
Openalex Percentile: Top 80%
Sulfur-Based Synthesis Techniques
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Photocatalytic Functionalization of Alkenes Using <i>N</i>-Sulfonyl Sulfilimines as Sulfonamidyl Radical Precursors — Shun‐Yi Wang, Hasan Muhammad, et al. · The Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS