ArticleAngewandte Chemie (International ed. in English)2022
Decarboxylative Sulfinylation Enables a Direct, Metal-Free Access to Sulfoxides from Carboxylic Acids.
Article in Angewandte Chemie (International ed. in English), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed, 48 citations in OpenAlex.
- Acridinium amidate as a hydrogen-bonding photocatalyst for direct decarboxylative alkylation of native carboxylic acids.Chemical science · 2026Article
- Dispersion-Enhanced Nitrogen-Centered Photocatalysis of the Direct Hydrogen Atom Transfer.Angewandte Chemie (International ed. in English) · 2026Article
- Carbon-Heteroatom Bond Formation via Photoinduced Decarboxylative Radical Coupling Reactions.ACS omega · 2025Review
- Oxysulfonylation of Alkynes with Sodium Sulfinates to Access β-Keto Sulfones Catalyzed by BFMolecules (Basel, Switzerland) · 2024Article
- Acridine photocatalysis enables tricomponent direct decarboxylative amine construction.Chemical science · 2024Article
- Multimodal Acridine Photocatalysis Enables Direct Access to Thiols from Carboxylic Acids and Elemental Sulfur.ACS catalysis · 2024Article
- Direct conversion of carboxylic acids to free thiolsChemical science · 2024Article
- Kinetically-driven reactivity of sulfinylamines enables direct conversion of carboxylic acids to sulfinamides.Chemical science · 2023Article
- Photocatalytic Carboxylate to Sulfinamide Switching Delivers a Divergent Synthesis of Sulfonamides and Sulfonimidamides.Journal of the American Chemical Society · 2023Article
- Decarboxylative Triazolation Enables Direct Construction of Triazoles from Carboxylic Acids.JACS Au · 2023Article
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Authors and funding
7 authors at 1 institution in 1 country.
Funding
Abstract
The intermediate oxidation state of sulfoxides is central to the plethora of their applications in chemistry and medicine, yet it presents challenges for an efficient synthetic access, limiting the structural diversity of currently available sulfoxides. Here, we report a data-guided development of direct decarboxylative sulfinylation that enables the previously inaccessible functional group interconversion of carboxylic acids to sulfoxides in a reaction with sulfinates. Given the broad availability of carboxylic acids and the growing synthetic potential of sulfinates, the direct decarboxylative sulfinylation is poised to improve the structural diversity of synthetically accessible sulfoxides. The reaction is facilitated by a kinetically favored sulfoxide formation from the intermediate sulfinyl sulfones, despite the strong thermodynamic preference for the sulfone formation, unveiling the previously unknown and chemoselective radicalophilic sulfinyl sulfone reactivity.
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