ArticleChemical science2015
Rh-catalyzed Reagent-Free Ring Expansion of Cyclobutenones and Benzocyclobutenones.
Article in Chemical science, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.
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Who cites it
13 citing papers in PubMed.
- Generation of Donor/Donor Copper Carbenes through Copper-Catalyzed Cycloisomerization/Oxidation of Vinyl-Allenes: Constructing Functionalized Cyclopentenones.Chemistry, an Asian journal · 2026Article
- Catalytic asymmetric intermolecular [4 + 2] annulation of benzocyclobutenones with Alkynes and activated carbonyls via C-C activation.Nature communications · 2025Article
- Aza-[4 + 2]-cycloaddition of benzocyclobutenones into isoquinolinone derivatives enabled by photoinduced regio-specific C-C bond cleavage.Nature communications · 2024Article
- Rhodium-Catalyzed (4+1) Cycloaddition between Benzocyclobutenones and Styrene-Type Alkenes.Angewandte Chemie (International ed. in English) · 2022Article
- Single-atom logic for heterocycle editing.Nature synthesis · 2022Article
- Alder-ene reactions driven by high steric strain and bond angle distortion to form benzocyclobutenes.Chemical science · 2019Article
- An unusual stereoretentive 1,3-quaternary carbon shift resulting in an enantioselective RhChemical science · 2018Article
- Cobalt-Catalyzed Intramolecular Alkyne/Benzocyclobutenone Coupling: C-C Bond Cleavage via a Tetrahedral Dicobalt Intermediate.ACS catalysis · 2018Article
- Advances in Stereoconvergent Catalysis from 2005 to 2015: Transition-Metal-Mediated Stereoablative Reactions, Dynamic Kinetic Resolutions, and Dynamic Kinetic Asymmetric Transformations.Chemical reviews · 2017Article
- Distal-Bond-Selective C-C Activation of Ring-Fused Cyclopentanones: An Efficient Access to Spiroindanones.Angewandte Chemie (International ed. in English) · 2017Article
- Cyclobutenones and Benzocyclobutenones: Versatile Synthons in Organic Synthesis.Chemistry (Weinheim an der Bergstrasse, Germany) · 2016Review
- New Initiation Modes for Directed Carbonylative C-C Bond Activation: Rhodium-Catalyzed (3 + 1 + 2) Cycloadditions of Aminomethylcyclopropanes.Journal of the American Chemical Society · 2016Article
- Synthesis and applications of rhodacyclopentanones derived from C-C bond activation.Chemical communications (Cambridge, England) · 2016Article
Corrections and comments
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Authors and funding
4 authors.
Funding
Abstract
Here we report a reagent-free rhodium-catalyzed ring-expansion reaction via C-C cleavage of cyclobutenones. A variety of poly-substituted cyclopentenones and 1-indanones can be synthesized from simple cyclobutenones and benzocyclobutenones. The reaction condition is near pH neutral without additional oxidants or reductants. The potential for developing a dynamic kinetic asymmetric transformation of this reaction has also been demonstrated. Further study supports the proposed pathway involving Rh-insertion into the cyclobutenone C-C bond, followed by β-hydrogen elimination, olefin insertion and reductive elimination.
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Registered trials
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