ArticleAngewandte Chemie (International ed. in English)2022
Rhodium-Catalyzed (4+1) Cycloaddition between Benzocyclobutenones and Styrene-Type Alkenes.
Article in Angewandte Chemie (International ed. in English), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.
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Who cites it
8 citing papers in PubMed.
- "Cut-and-Sew" Reactions of β-Lactams via C-C Bond Activation.Journal of the American Chemical Society · 2025Article
- Catalytic asymmetric intermolecular [4 + 2] annulation of benzocyclobutenones with Alkynes and activated carbonyls via C-C activation.Nature communications · 2025Article
- Stereoselective [2 + 2 + 2] Cycloaddition of Benzocyclobutanones and Norbornadienes through Nickel-Catalyzed C-C Bond Activation.Organic letters · 2025Article
- Ring Expansion via Palladium-Catalyzed Aryne Insertion into C-C Bonds of Benzocyclobutenones.Angewandte Chemie (International ed. in English) · 2025Article
- Aza-[4 + 2]-cycloaddition of benzocyclobutenones into isoquinolinone derivatives enabled by photoinduced regio-specific C-C bond cleavage.Nature communications · 2024Article
- Copper-catalyzed intermolecular formal (5 + 1) annulation of 1,5-diynes with 1,2,5-oxadiazoles.Communications chemistry · 2023Article
- Deconstructive Synthesis of Bridged and Fused Rings via Transition-Metal-Catalyzed "Cut-and-Sew" Reactions of Benzocyclobutenones and Cyclobutanones.Accounts of chemical research · 2022Article
- Palladium-Catalyzed Access to Benzocyclobutenone-Derived Ketonitrones via C(spOrganic letters · 2022Article
Corrections and comments
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Authors and funding
4 authors.
Funding
Abstract
Herein, we describe a unique one-carbon ring-expansion strategy to access multi-substituted 2-indanones from benzocyclobutenones and styrene-type olefins. The use of a cationic "ligandless" rhodium catalyst was the key for both high reactivity and selectivity towards the (4+1) product. Broad functional group tolerance, a good substrate scope, and scalability have been demonstrated. Computation studies reveal that the origin of the (4+1) selectivity is due to a facile β-H elimination pathway that reduces the overall barrier of the turnover-limiting C-C reductive elimination step.
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Registered trials
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