ArticleChemical science2022
A C-to-O atom-swapping reaction sequence enabled by Ni-catalyzed decarbonylation of lactones.
Article in Chemical science, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers.
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Who cites it
17 citing papers in PubMed.
- Article
- Shape-Conserving Atom Replacements.Chemical reviews · 2026Review
- Skeletal editing of tetrahydrofurans to pyrrolidines through O-to-N single atom swap.Nature communications · 2026Article
- Nickel-Catalyzed Aryl Group Interconversion: A Non-Equilibrium Strategy for Aryl Nitrile Synthesis.JACS Au · 2026Article
- Skeletal Editing by Tip-Induced Chemistry.Journal of the American Chemical Society · 2025Article
- A Decade of Progress: Review of the Synthesis of Dibenzo[b,f]oxepines.Chemical record (New York, N.Y.) · 2025Review
- A C-to-B Atom Swap on Coumarins and Dibenzolactones.Angewandte Chemie (International ed. in English) · 2025Article
- Carbonyl-to-sulfur swap enabled by sequential double carbon-carbon bond activation.Science (New York, N.Y.) · 2025Article
- Carbon-Atom Scavengers Enable Divergent, Selective Carbon Deletion of Azaarenes.Journal of the American Chemical Society · 2025Article
- Skeletal Editing of Mechanically Interlocked Molecules: Nitrogen Atom Deletion from Crown Ether-Dibenzylammonium Rotaxanes.Journal of the American Chemical Society · 2024Article
- Divergent Transformations of Aromatic Esters: Decarbonylative Coupling, Ester Dance, Aryl Exchange, and Deoxygenative Coupling.Accounts of chemical research · 2024Article
- Unimolecular Fragment Coupling: A New Bond-Forming Methodology via the Deletion of Atom(s).JACS Au · 2024Review
- The development of cage phosphine 'DalPhos' ligands to enable nickel-catalyzed cross-couplings of (hetero)aryl electrophiles.Chemical science · 2024Review
- Nitrogen atom insertion into arenols to access benzazepines.Chemical science · 2024Article
- Atom-swap chemistry could aid drug discovery.Nature · 2023Article
- Skeletal metalation of lactams through a carbonyl-to-nickel-exchange logic.Nature communications · 2023Article
- Skeletal Editing of Dibenzolactones to Fluorenes via Ni- or Pd-Catalyzed Decarboxylation.The Journal of organic chemistry · 2023Article
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2 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Advances in site-selective functionalization reactions have enabled single atom changes on the periphery of a complex molecule, but reaction manifolds that enable such changes on the core framework of the molecule remain sparse. Here, we disclose a strategy for carbon-to-oxygen substitution in cyclic diarylmethanes and diarylketones to yield cyclic diarylethers. Oxygen atom insertion is accomplished by methylene and Baeyer-Villiger oxidations. To remove the carbon atom in this C-to-O "atom swap" process, we developed a nickel-catalyzed decarbonylation of lactones to yield the corresponding cyclic diaryl ethers. This reaction was enabled by mechanistic studies with stoichiometric nickel(ii) complexes that led to the optimization of a ligand capable of promoting a challenging C(sp
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