ArticleAngewandte Chemie (International ed. in English)2025
Advancing Sulfinyl Radical Chemistry: An Asymmetric Smiles Rearrangement with Chiral Sulfoxides.
Article in Angewandte Chemie (International ed. in English), 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.
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The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
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Who cites it
4 citing papers in PubMed.
- Remote 1,5-Difunctionalization of Alkenes via a Sulfinyl-Smiles Rearrangement and Vinylcyclopropane Ring-Opening Cascade.JACS Au · 2026Article
- Arene difunctionalization through an acyl-inserting Smiles rearrangement enabled by N-heterocyclic carbene catalysis.Nature communications · 2026Article
- Article
- Advancing Sulfinyl Radical Chemistry: An Asymmetric Smiles Rearrangement with Chiral Sulfoxides.Angewandte Chemie (International ed. in English) · 2025Article
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Authors and funding
3 authors.
Funding
Abstract
Chiral N-sulfinyl amides have recently emerged as powerful reagents for asymmetric, radical-mediated Smiles rearrangements, imparting excellent levels of relative and absolute stereocontrol in the intra- and intermolecular translocation of aryl groups. Here, we capitalize on the much more readily available and abundant chiral sulfoxides, which, in combination with radical precursors and alkylating reagents, afford enantioenriched sulfur-containing molecules via a photocatalytic multicomponent asymmetric sulfinyl-Smiles rearrangement with retention of "SO". This cascade process involves radical addition, a stereocontrolled 1,5-aryl migration, and subsequent C─S bond formation, forging two new C─C bonds and a C─S bond in a single step under mild conditions. The resulting enantioenriched sulfur-containing scaffolds are not only common in pharmaceuticals and bioactive compounds but also serve as versatile synthetic intermediates, as demonstrated by their efficient derivatization into diverse motifs.
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