ArticleACS catalysis2021
Oxidative Three-Component Carboamination of Vinylarenes with Alkylboronic Acids.
Article in ACS catalysis, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.
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Who cites it
8 citing papers in PubMed, 44 citations in OpenAlex.
- Cu-Catalyzed Three-Component Carbofunctionalization of 1,3-Dienes.ACS catalysis · 2025Article
- Enantioconvergent Cross-Nucleophile Coupling: Copper-Catalyzed Deborylative Cyanation.Angewandte Chemie (International ed. in English) · 2024Article
- Chemoselective Cu-Catalyzed Cross-Nucleophile Alkylarylation of Alkenes.ACS catalysis · 2024Article
- Cu-Catalyzed Three-Component Alkene Carboamination: Mechanistic Insights and Rational Design to Overcome Limitations.Journal of the American Chemical Society · 2024Article
- Photoexcitation of (diarylmethylene)amino benziodoxolones for alkylamination of styrene derivatives with carboxylic acids.Chemical science · 2024Article
- Cu-Catalyzed Three-Component Carboamination of Electron Deficient Olefins.Organic letters · 2023Article
- Three-component 1,2-carboamination of vinyl boronic estersChemical science · 2021Article
- Rh(III)-Catalyzed Three-ComponentACS catalysis · 2021Article
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Authors and funding
4 authors at 2 institutions in 1 country.
Funding
Abstract
Three-component carboamination of alkenes is of significant interest due to the ease by which functionalized amines can be produced from readily available chemical building blocks. Previously, a variety of carbon-centered radical precursors have been studied as the carbon components for this reaction, however, the use of general alkyl sources has remained as an unsolved challenge. Herein we present our efforts to develop an oxidative carboamination protocol that utilizes alkylboronic acids as carbon-centered radical precursors. The presented work demonstrates 34 examples, ranging from 17 to 88% yields, with a broad scope in vinylarenes, amines, and alkylboronic acids. Preliminary mechanistic studies suggest that a single-electron oxidation of the alkylboronic acid generates a carbon-centered radical intermediate that adds across the olefin followed by C-N bond formation
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Registered trials
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