ArticleAngewandte Chemie (International ed. in English)2022
Dearomative Ring Expansion of Polycyclic Arenes.
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 13 papers.
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Who cites it
13 citing papers in PubMed, 59 citations in OpenAlex.
- An Efficient Photo-driven Retro-Diels-Alder Reaction; Dienes on Demand.Chem catalysis · 2026Article
- Photoinduced polarity-mismatched transformations of isoquinolines into naphthalenes.Nature communications · 2026Article
- Article
- Three-Way Chemodivergent Derivatization of Non-Activated 2-Arylphenyl Benzyl Ethers.The Journal of organic chemistry · 2025Article
- Rh-Catalyzed Atroposelective Single-Carbon Insertion.Journal of the American Chemical Society · 2025Article
- Reimagining Dearomatization: Arenophile-Mediated Single-Atom Insertions and π-Extensions.Accounts of chemical research · 2025Article
- Direct oxygen insertion into C-C bond of styrenes with air.Nature communications · 2024Article
- Copper-Catalyzed Dearomative 1,2-Hydroamination.Angewandte Chemie (International ed. in English) · 2024Article
- Photochemical dearomative skeletal modifications of heteroaromatics.Chemical Society reviews · 2024Review
- Regiodivergent Ring-Expansion of Oxindoles to Quinolinones.Journal of the American Chemical Society · 2024Article
- π-Extended Rubrenes via Dearomative Annulative π-Extension Reaction.Journal of the American Chemical Society · 2023Article
- Recent advances in the dearomative functionalisation of heteroarenes.Chemical science · 2022Review
- Dearomative Ring Expansion of Polycyclic Arenes.Angewandte Chemie (International ed. in English) · 2022Article
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Authors and funding
3 authors at 2 institutions in 2 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Benzocycloheptenes constitute a common structural motif embedded in many natural products and biologically active compounds. Herein, we report their concise preparation from non-activated polycyclic arenes using a two-step sequence involving dearomative [4+2]-cycloaddition with arenophile in combination with palladium-catalyzed cyclopropanation, followed by cycloreversion-initiated ring expansion. The described strategy provides a working alternative to the Buchner reaction, which is limited to monocyclic arenes. Overall, this methylene-insertion molecular editing approach enables rapid and direct conversion of simple (hetero)arenes into a range of substituted (aza)benzocycloheptatrienes, which can undergo a myriad of downstream functionalizations.
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