ReviewAngewandte Chemie (International ed. in English)2020
Uncovering the Neglected Similarities of Arynes and Donor-Acceptor Cyclopropanes.
Review in Angewandte Chemie (International ed. in English), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 36 papers.
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Who cites it
36 citing papers in PubMed.
- Visible light-mediated Alder-ene reaction of bicyclobutanes with cyclohexynes to access skipped dienes and skeletal remodeling to tetralines.Nature communications · 2026Article
- Transition Metal-Free Heteroarene Insertion Into C─C Bonds of Benzocyclobutenones.Angewandte Chemie (International ed. in English) · 2026Article
- Dimerisation of aryl-substituted bicyclobutanes (BCBs): revealing a new mode of 1,3-dipolar background reactivity.Chemical science · 2026Article
- Ring-Enlargement of in Situ Generated Cyclopropanones with Carbonyls and Imines: Synthesis of γ-Butyrolactones and -lactams.Organic letters · 2026Article
- Synthesis of Unsymmetrical Carbazoles: A Mechanistic Cautionary Tale When UsingACS catalysis · 2026Article
- Divergent Synthesis of 1-Aminonaphthalene Derivatives via the Diels-Alder Reaction of 3-Aminoarynes.The Journal of organic chemistry · 2026Article
- Electrochemical Activation of Bicyclo[1.1.0]butanes.Organic letters · 2026Article
- Sulfur-Mediated Ring-Opening Cyclization of Spirocyclopropanes for the Construction of Benzo[b]thiophene Skeleton.Chemistry, an Asian journal · 2025Article
- Accessing Azetidines through Magnesium-Mediated Nitrogen Group Transfer from Iminoiodinane to Donor-Acceptor Cyclopropanes.Angewandte Chemie (International ed. in English) · 2025Article
- Article
- Lewis acid-catalyzed diastereoselective formal ene reaction of thioindolinones/thiolactams with bicyclobutanes.Chemical science · 2024Article
- Sulfonium-based precise alkyl transposition reactions.Science advances · 2023Article
- Lewis acid-catalyzed diastereoselective carbofunctionalization of bicyclobutanes employing naphthols.Chemical science · 2023Article
- Empowering boronic acids as hydroxyl synthons for aryne induced three-component coupling reactions.Chemical science · 2023Article
- 3-sulfonyloxyaryl(mesityl)iodonium triflates as 1,2-benzdiyne precursors with activation via ortho-deprotonative elimination strategy.Nature communications · 2023Article
- Donor-Acceptor Cyclopropanes: Activation Enabled by a Single, Vinylogous Acceptor.Angewandte Chemie (International ed. in English) · 2023Article
- Synthesis of 1,5-Substituted Pyrrolidin-2-ones from Donor-Acceptor Cyclopropanes and Anilines/Benzylamines.Molecules (Basel, Switzerland) · 2022Article
- Lewis acid-catalyzed [4 + 2] cycloaddition of donor-acceptor cyclobutanes with iminooxindoles: access to spiro[piperidine-3,2'-oxindoles].RSC advances · 2022Article
- Stereoselective Synthesis of Polysubstituted Spiropentanes.Journal of the American Chemical Society · 2022Article
- Intramolecular photochemical [2 + 1]-cycloadditions of nucleophilic siloxy carbenes.Chemical science · 2022Article
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Authors and funding
2 authors.
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Abstract
Arynes and donor-acceptor (D-A) cyclopropanes are two classes of strained systems having the potential for numerous applications in organic synthesis. The last two decades have witnessed a renaissance of interest in the chemistry of these species primarily because of the mild and robust methods for their generation or activation. Commonly, arynes as easily polarizable systems result in 1,2-disubstitution, whereas D-A cyclopropanes as polarized systems lead to 1,3-bisfunctionalization thereby showing striking similarities. Transformations with 1,2- and 1,3-dipoles afford cyclic structures. With arynes, emerging four-membered rings as intermediates might react further, whereas the analogous five-membered rings obtained from D-A cyclopropanes are most often the final products. However, there are a few cases where these intermediates behave surprisingly differently. This Minireview highlights the parallels in reactivity between arynes and D-A cyclopropanes thereby shedding light on the neglected similarities of these two reactive species.
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