ArticleJournal of the American Chemical Society2022
Photochemical Intermolecular [3σ + 2σ]-Cycloaddition for the Construction of Aminobicyclo[3.1.1]heptanes.
Article in Journal of the American Chemical Society, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 45 papers.
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Who cites it
45 citing papers in PubMed.
- Lewis Acid-Catalyzed Strain-Enabled (3+3) Annulation of Bicyclo[1.1.0]Butanes With Indolylalcohols: Synthesis of Indole-Fused Aza-Bicyclo[3.1.1]Heptanes.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2026Article
- Convergent synthesis of azabicyclo[4.1.1]octanes through the formal cycloaddition of bicyclobutanes with 2-azadienes.Chemical science · 2026Article
- Visible light-mediated Alder-ene reaction of bicyclobutanes with cyclohexynes to access skipped dienes and skeletal remodeling to tetralines.Nature communications · 2026Article
- Photoredox-Catalyzed Chem- and Stereoselective Thiosulfonylation of Cyclopropylamides.Angewandte Chemie (International ed. in English) · 2026Article
- Beyond para- and meta-Substitution: Synthesis and Biological Validation of Chalcogen-Rich Thiabicyclo[3.1.1]heptanes as Bioisosteres of Aryl Thioether Derivatives.Angewandte Chemie (International ed. in English) · 2026Article
- Visible Light-Induced Intermolecular Dearomatization for Constructing Angularly Fused Tetracyclic Scaffolds.Nature communications · 2026Article
- Switchable annulation paths to diverse N-bridged bicyclic scaffolds via ligand-directed dicarbonylation.Nature communications · 2026Article
- Dimerisation of aryl-substituted bicyclobutanes (BCBs): revealing a new mode of 1,3-dipolar background reactivity.Chemical science · 2026Article
- Thermal [2+2] cycloaddition as a route to gem-difluoro heterobicyclo[n.1.1]alkanes.Nature chemistry · 2026Article
- Lewis Acid-Catalyzed Divergent (4+3)/(4+2) Annulations ofOrganic letters · 2026Article
- Catalytic asymmetric tandem Heck/Sonogashira reaction enabling access to versatile chiral bridged ring scaffolds.Nature communications · 2025Article
- Article
- Electro-oxidative amination of benzylic C(sp³)-C(sp³) bonds in aromatic hydrocarbons.Nature communications · 2025Article
- Regiodivergent hydrophosphination of Bicyclo[1.1.0]-Butanes under catalyst control.Nature communications · 2025Article
- Radical-Polar Crossover Bicyclization Enables a Modular Synthesis of Saturated Bicyclic Amines.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2025Article
- Catalyst-Controlled Regiodivergent Synthesis of Bicyclo[2.1.1]hexanes via Photochemical Strain-Release Cycloadditions.Journal of the American Chemical Society · 2025Article
- Enantioselective photocatalytic synthesis of bicyclo[2.1.1]hexanes as ortho-disubstituted benzene bioisosteres with improved biological activity.Nature chemistry · 2025Article
- Facile Synthesis of Housanes by an Unexpected Strategy.Journal of the American Chemical Society · 2025Article
- Article
- Modular access to saturated bioisosteres of anilines via photoelectrochemical decarboxylative C(spNature communications · 2025Article
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Authors and funding
7 authors.
Funding
Abstract
The development of synthetic strategies for the preparation of bioisosteric compounds is a demanding undertaking in medicinal chemistry. Numerous strategies have been developed for the synthesis of bicyclo[1.1.1]pentanes (BCPs), bridge-substituted BCPs, and bicyclo[2.1.1]hexanes. However, progress on the synthesis of bicyclo[3.1.1]heptanes, which serve as meta-substituted arene bioisosteres, has not been previously explored. Herein, we disclose the first photoinduced [3σ + 2σ] cycloaddition for the synthesis of trisubstituted bicyclo[3.1.1]heptanes using bicyclo[1.1.0]butanes and cyclopropylamines. This transformation not only uses mild and operationally simple conditions but also provides unique meta-substituted arene bioisosteres. The applicability of this method is showcased by simple derivatization reactions.
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