ArticleJournal of the American Chemical Society2019
Two-Carbon Ring Expansion of 1-Indanones via Insertion of Ethylene into Carbon-Carbon Bonds.
Article in Journal of the American Chemical Society, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 30 papers.
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Who cites it
30 citing papers in PubMed, 106 citations in OpenAlex.
- Successive Ring Expansion Strategies for the Synthesis of Macrocycles and Medium-Sized Rings.Chemical reviews · 2026Article
- Deoxygenative Olefin Insertion of Cyclic Alcohols Promoted by Sulfoxide Cation Radicals.Journal of the American Chemical Society · 2026Article
- Photothermal catalysis versus thermal catalysis: A palladium-catalyzed intermolecular three-component C─H 1,3-Science advances · 2026Article
- Organocatalysed three-component modular synthesis of BN isosteres and BN-2,1-azaboranaphthalenes via Wolff-type rearrangement.Nature chemistry · 2026Article
- Cooperative Brønsted Acid and Photo-Promoted Stereoselective Synthesis of Substituted Piperidones.Angewandte Chemie (International ed. in English) · 2025Article
- Modular esterification of unstrained carbonyls through palladium-catalyzed alkyne bridging C-C bond activation.Nature communications · 2025Article
- "Cut-and-Sew" Reactions of β-Lactams via C-C Bond Activation.Journal of the American Chemical Society · 2025Article
- Article
- Ligand Design Enables the Palladium-Catalyzed Intermolecular Carbochlorocarbonylation of Alkynes and Cyclopentenone Formation.Journal of the American Chemical Society · 2025Article
- Carbonyl-to-sulfur swap enabled by sequential double carbon-carbon bond activation.Science (New York, N.Y.) · 2025Article
- Skeletal Modification via Activation of Relatively Unstrained C-C Bonds.Accounts of chemical research · 2025Article
- Regiodivergent Ring-Expansion of Oxindoles to Quinolinones.Journal of the American Chemical Society · 2024Article
- Rhodium catalyzed tunable amide homologation through a hook-and-slide strategy.Science (New York, N.Y.) · 2023Article
- Antimalarial Dibenzannulated Medium-Ring Keto Lactams.ACS infectious diseases · 2023Article
- Merging the Norrish type I reaction and transition metal catalysis: photo- and Rh-promoted borylation of C-C σ-bonds of aryl ketones.Chemical science · 2023Article
- A theory-driven synthesis of symmetric and unsymmetric 1,2-bis(diphenylphosphino)ethane analogues via radical difunctionalization of ethylene.Nature communications · 2022Article
- Annulations involving 1-indanones to access fused- and spiro frameworks.RSC advances · 2022Review
- Deconstructive Synthesis of Bridged and Fused Rings via Transition-Metal-Catalyzed "Cut-and-Sew" Reactions of Benzocyclobutenones and Cyclobutanones.Accounts of chemical research · 2022Article
- Homologation of aryl ketones to long-chain ketones and aldehydes via C-C bond cleavage.iScience · 2022Article
- Rapid syntheses of N-fused heterocycles via acyl-transfer in heteroaryl ketones.Nature communications · 2022Article
Corrections and comments
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Authors and funding
3 authors at 1 institution in 1 country.
Funding
Abstract
A rhodium-catalyzed direct insertion of ethylene into a relatively unstrained carbon-carbon bond in 1-indanones is reported, which provides a two-carbon ring expansion strategy for preparing seven-membered cyclic ketones. As many 1-indanones are commercially available and ethylene is inexpensive, this strategy simplifies synthesis of benzocycloheptenones that are valuable synthetic intermediates for bioactive compounds but challenging to prepare otherwise. In addition, the reaction is byproduct-free, redox neutral, and tolerant of a wide range of functional groups, which may have implications on unconventional strategic bond disconnections for preparing complex cyclic molecules.
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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.