ArticleNature communications2023
Catalytic 4-exo-dig carbocyclization for the construction of furan-fused cyclobutanones and synthetic applications.
Article in Nature communications, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.
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Who cites it
3 citing papers in PubMed.
- Enantioselective Assembly of Fully Substituted α-Amino Allenoates Through a Mannich Addition and Stepwise [3,3]-σ Rearrangement Sequence.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2025Article
- Rare Gold-Catalyzed 4-Organic letters · 2024Article
- Catalytic [4+2]- and [4+4]-cycloaddition using furan-fused cyclobutanone as a privileged C4 synthon.Nature communications · 2024Article
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Authors and funding
9 authors.
Funding
Abstract
Cyclobutanone is a strained motif with broad applications, while direct assembly of the aromatic ring fused cyclobutanones beyond benzocyclobutenone (BCB) skeletons remains challenging. Herein, we report a Rh-catalyzed formal [3+2] annulation of diazo group tethered alkynes involving a 4-exo-dig carbocyclization process, providing a straightforward access to furan-fused cyclobutanones. DFT calculations disclose that, by comparison to the competitive 5-endo-dig process, 4-exo-dig carbocyclization is mainly due to lower angle strain of the key sp-hybridized vinyl cationic transition state in the cyclization step. Using less reactive catalysts Rh
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Registered trials
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