ArticleNature communications2025
Asymmetric reductive arylation and alkenylation to access S-chirogenic sulfinamides.
Article in Nature communications, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.
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Who cites it
8 citing papers in PubMed.
- Highly chemoselective access to alkyl-sulfur compounds via NNature chemistry · 2026Article
- Cobalt-catalyzed asymmetric three-component reductive addition of alkynes with alkyl halides and imines.Nature communications · 2026Article
- Organocatalytic enantioselective synthesis of S(IV)-stereogenic sulfinamides enabled by an air-stable chiral phosphine.Nature chemistry · 2026Article
- Asymmetric Synthesis ofJournal of the American Chemical Society · 2026Article
- Biocatalytic Enantioselective Oxidation ofOrganic letters · 2026Article
- Site-Selective C-H Sulfinamidation through Electron-Donor-Acceptor Complex Photoactivation and Radical Addition into Sulfinylamine Reagents.Organic letters · 2025Article
- Copper-Catalyzed Asymmetric Cyclizative Sulfinamidation: Forging Indole-Based Stereogenic Sulfur(IV) Centers and Atropisomeric Chirality.ACS central science · 2025Article
- Organocatalytic kinetic resolution of sulfinamides by N/O exchange.Nature communications · 2025Article
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Authors and funding
7 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
The study of the stereochemistry of organic sulfur compounds has been ongoing for over a century, with S-chirogenic pharmacophores playing an essential role in drug discovery within bioscience and medicinal chemistry. Traditionally, the synthesis of sulfinamides featuring stereogenic sulfur(IV) centers involves a complex, multistep process that often depends on chiral auxiliaries or kinetic resolution. Here, we introduce an effective and versatile method for synthesizing diverse classes of S-chirogenic sulfinamides through selective aryl and alkenyl addition to sulfinylamines. This process is catalysed by a chiral nickel or cobalt complex under reductive conditions, and eliminating the need for preformed organometallic reagents. The method facilitates the incorporation of a diverse array of aryl and alkenyl halides at the sulfur position, enabling their integration into various biologically significant sulfur pharmacophores. Our detailed mechanistic investigations and density functional theory calculations provide insights into the reaction pathway, particularly highlighting the enantiocontrol mode during addition process.
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Registered trials
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