ArticleJournal of the American Chemical Society2024
Cross-Electrophile Coupling of Benzyl Halides and Disulfides Catalyzed by Iron.
Article in Journal of the American Chemical Society, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.
What it found
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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.
The trial behind it
Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
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Who cites it
8 citing papers in PubMed, 33 citations in OpenAlex.
- A Modular Synthesis of C5-Sulfenyl Thiazoles via an Intermolecular Pummerer Rearrangement: An Underexplored Scaffold for Medicinal Chemistry.Angewandte Chemie (International ed. in English) · 2026Article
- Metal-Free Photoinduced Hydrogen Atom Transfer for Direct Thiolation of Hydridic α‑C(spACS omega · 2026Article
- Radical-carbanion relay enabled by earth-abundant titanium: carboxylation of 1°, 2°, and 3° benzyl chlorides with COChemical science · 2026Article
- Catalyst-Free Green Synthesis of Dithiocarbamate and Rhodanine Derivatives via C─S and C─N Bond Formation Using N-Substituted Maleimides.Chemistry, an Asian journal · 2026Article
- Iron-mediated C(spTetrahedron · 2025Article
- Catalyst-free photoinduced dehalogenation and functionalization of alkyl halides using Lewis bases.RSC advances · 2025Article
- Iron-Catalyzed Cross-Electrophile Coupling.Synlett : accounts and rapid communications in synthetic organic chemistry · 2025Article
- C(spCommunications chemistry · 2025Article
Corrections and comments
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Authors and funding
3 authors at 1 institution in 1 country.
Funding
Abstract
Cross-electrophile couplings are influential reactions that typically require a terminal reductant or photoredox conditions. We discovered an iron-catalyzed reaction that couples benzyl halides with disulfides to yield thioether products in the absence of a terminal reductant and under photoredox conditions. The disclosed platform proceeds without sulfur-induced catalyst poisoning or the use of an exogenous base, supporting a broad scope and circumventing undesired elimination pathways. We applied the developed chemistry in a new mode of disulfide bioconjugation, drug synthesis, gram-scale synthesis, and product derivatization. Lastly, we performed mechanistic experiments to better understand the stereoablative reaction between two electrophiles. Disulfides and benzylic thioethers are imperative for biological and pharmaceutical applications but remain severely understudied in comparison to their ethereal and amino counterparts. Hence, we expect this platform of iron catalysis and the downstream applications to be of interest to the greater scientific community.
Identifiers
What OpenQuestion holds
Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.