ArticleNature catalysis2024
Ring expansion of indene by photoredox-enabled functionalized carbon-atom insertion.
Article in Nature catalysis, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 31 papers.
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Who cites it
31 citing papers in PubMed.
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- Pulsed electrolysis enables unexpected lactonization of bicyclobutane carboxylic acids.Chemical science · 2026Article
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- A difluorocarbene-triggered annulation/ring expansion cascadeChemical science · 2026Article
- Photoinduced Selective Construction of Densely Functionalized Spirocyclic Ethers With Carbyne Equivalents.Angewandte Chemie (International ed. in English) · 2026Article
- Photoinduced polarity-mismatched transformations of isoquinolines into naphthalenes.Nature communications · 2026Article
- A Diazo-free Equivalent of the Unsubstituted Carbyne Cation: Straightforward Synthesis of Naphthalenes and Pyridines via [Journal of the American Chemical Society · 2026Article
- Tetrachloromethane as an editable all-carbon quaternary source.Nature communications · 2026Article
- Core diversification using 1,2-oxaborines as a versatile molecular platform.Nature chemistry · 2026Article
- Tunable Skeletal Editing of Benzothiazole and Benzisothiazole Via Carbene Transfer Reactions.JACS Au · 2025Article
- Structurally Constrained Cyclic (Diacyloxyiodo)Arenes as an Enabling Platform for Hypervalent Iodine(III) Chemistry.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2025Article
- Electrochemical Single-Carbon Insertion via Distonic Radical Cation Intermediates.Journal of the American Chemical Society · 2025Article
- Precise control of selective nitrogen atom insertion into five-membered cyclic β-ketoesters.Nature communications · 2025Article
- Rh-Catalyzed Atroposelective Single-Carbon Insertion.Journal of the American Chemical Society · 2025Article
- Photoinduced cobaloxime catalysis enabled dehydrogenative C2-phosphinylation of bicyclo[1.1.0]butanes to access phosphorylated cyclobutenes.RSC advances · 2025Article
- Photochemical Conversion of Indazoles into Benzimidazoles.Angewandte Chemie (International ed. in English) · 2025Article
- Insertion of anthranilyl unit into inert amides: A facile route to oligoamides and cyclic peptides.Science advances · 2025Article
- Fluorescent pyridine phosphonium salts via transmutation of metallabenzenes.Nature communications · 2025Article
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Authors and funding
9 authors.
Funding
Abstract
Skeletal editing has received unprecedented attention as an emerging technology for the late-stage manipulation of molecular scaffolds. The direct achievement of functionalized carbon-atom insertion in aromatic rings is challenging. Despite ring-expanding carbon-atom insertion reactions, such as the Ciamician-Dennstedt re-arrangement, being performed for more than 140 years, only a few relevant examples of such transformations have been reported, with these limited to the installation of halogen, ester and phenyl groups. Here we describe a photoredox-enabled functionalized carbon-atom insertion reaction into indene. We disclose the utilization of a radical carbyne precursor that facilitates the insertion of carbon atoms bearing a variety of functional groups, including trifluoromethyl, ester, phosphate ester, sulfonate ester, sulfone, nitrile, amide, aryl ketone and aliphatic ketone fragments to access a library of 2-substituted naphthalenes. The application of this methodology to the skeletal editing of molecules of pharmaceutical relevance highlights its utility.
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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.