ArticleNature chemistry2022
Palladium-catalysed construction of butafulvenes.
Article in Nature chemistry, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.
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Who cites it
11 citing papers in PubMed.
- Phosphine-Catalyzed Unsymmetric [2 + 2] Annulation of Allenyl Phosphonates for Highly Substituted Cyclobutenes.Angewandte Chemie (International ed. in English) · 2026Article
- Catalytic endo-stereoselective [2+2] cycloaddition of norbornadienes with internal alkynes.Nature chemistry · 2026Article
- Palladium-Catalyzed Enantioselective [4 + 2] Annulation with Allenes: Direct Access to Chiral Silatetralins.JACS Au · 2026Article
- Palladium-catalyzed enantioselective dienylation of propargylic carbonates via sulfonimidamide desymmetrization.Nature communications · 2025Article
- Visible-Light-Induced Bond Homolysis in Titanacyclopentadienes for the Catalytic Cyclodimerization of Internal Alkynes.Journal of the American Chemical Society · 2025Article
- Ruthenium-Catalyzed Intermolecular [2 + 2] Cycloaddition of Unactivated Allenes and Alkynes with Unusual Regioselectivity.Journal of the American Chemical Society · 2025Article
- Forging 1,1'-Bicyclopropenyls by Synergistic Au/Ag Dual-Catalyzed Cyclopropenyl Cross-Coupling.Journal of the American Chemical Society · 2024Article
- A general catalytic synthetic strategy for highly strained methylenecyclobutanes and spiromethylenecyclobutanes.Chemical science · 2023Article
- A Pd-catalyzed highly selective three-component protocol for trisubstituted allenes.Chemical science · 2023Article
- Article
- Indomuscone-Based Sterically Encumbered Phosphines as Ligands for Palladium-Catalyzed Reactions.The Journal of organic chemistry · 2023Article
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Authors and funding
15 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Butafulvene is a constitutional isomer of benzene, comprising a cyclobutene skeleton bearing two exocyclic conjugated methylene units. As a result of the intrinsic high strain energy and anti-aromaticity, the preparation of butafulvene compounds has been a fundamental issue for the development of butafulvene chemistry. Here an efficient palladium-catalysed coupling protocol involving propargylic compounds has been developed, providing a solid and versatile strategy for the rapid assembly of symmetric butafulvene derivatives. Based on mechanistic studies, two complementary mechanisms, both involving palladium catalysis, have been confirmed. With the mechanism unveiled, the synthesis of non-symmetric butafulvenes has also been achieved. Advantages of this strategy include tolerance to a wide range of propargylic molecules, mild reaction conditions, simple catalytic systems and easy scalability. The synthetic potential of the products as platform molecules for cyclobutene derivatives has also been demonstrated.
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