ArticleOrganic letters2016
Synthesis of 2-Aryl- and 2-Vinylpyrrolidines via Copper-Catalyzed Coupling of Styrenes and Dienes with Potassium β-Aminoethyl Trifluoroborates.
Article in Organic letters, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers.
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Who cites it
17 citing papers in PubMed.
- Recent Advances in Intramolecular C─N Bond Formation for Pyrrolidine Synthesis.ChemistryOpen · 2026Review
- Cu-Catalyzed Three-Component Carbofunctionalization of 1,3-Dienes.ACS catalysis · 2025Article
- Enantioenriched Allylesters via a Copper-Catalyzed Diene Carboesterification with Alkyltrifluoroborates and Carboxylic Acids.The Journal of organic chemistry · 2024Article
- Radical Redox Annulations: A General Light-Driven Method for the Synthesis of Saturated Heterocycles.ACS catalysis · 2022Article
- Highly regioselective and diastereodivergent aminomethylative annulation of dienyl alcohols enabled by a hydrogen-bonding assisting effect.Chemical science · 2022Article
- Copper-Catalyzed Three-Component Alkene Carbofunctionalization: C-N, C-O, and C-C Bond Formation from a Single Reaction Platform.Organic letters · 2021Article
- Oxidative Three-Component Carboamination of Vinylarenes with Alkylboronic Acids.ACS catalysis · 2021Article
- Synthesis of Benzylureas and Related Amine Derivatives via Copper-Catalyzed Three-Component Carboamination of Styrenes.Organic letters · 2020Article
- Pd/Xiang-Phos-catalyzed enantioselective intermolecular carboheterofunctionalization under mild conditions.Chemical science · 2020Article
- Photoinduced Palladium-Catalyzed Carbofunctionalization of Conjugated Dienes Proceeding via Radical-Polar Crossover Scenario: 1,2-Aminoalkylation and Beyond.Journal of the American Chemical Society · 2020Article
- Saturated oxygen and nitrogen heterocyclesChemical science · 2019Article
- A Rh(III)-Catalyzed Formal [4+1] Approach to Pyrrolidines from Unactivated Terminal Alkenes and Nitrene Sources.Journal of the American Chemical Society · 2019Article
- Article
- Copper-catalyzed methylative difunctionalization of alkenes.Nature communications · 2018Article
- Cu-Catalyzed Three-Component Carboamination of Alkenes.Journal of the American Chemical Society · 2018Article
- Stereoselective and Regioselective Synthesis of Heterocycles via Copper-Catalyzed Additions of Amine Derivatives and Alcohols to Alkenes.The Journal of organic chemistry · 2017Article
- Copper-Catalyzed Amidation of Primary and Secondary Alkyl Boronic Esters.Chemistry (Weinheim an der Bergstrasse, Germany) · 2016Article
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2 authors.
Funding
Abstract
2-Arylpyrrolidines occur frequently in bioactive compounds, and thus, methods to access them from readily available reagents are valuable. We report a copper-catalyzed intermolecular carboamination of vinylarenes with potassium N-carbamoyl-β-aminoethyltrifluoroborates. The reaction occurs with terminal, 1,2-disubstituted, and 1,1-disubstituted vinylarenes bearing a number of functional groups. 1,3-Dienes are also good substrates, and their reactions give 2-vinylpyrrolidines. Radical clock mechanistic experiments are consistent with the presence of carbon radical intermediates and do not support participation of carbocations.
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