ArticleACS catalysis2019
Photocatalytic Radical Aroylation of Unactivated Alkenes: Pathway to β-Functionalized 1,4-, 1,6-, and 1,7-Diketones.
Article in ACS catalysis, 2019. 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.
- A Comprehensive Review of Radical-Mediated Intramolecular Cyano-Group Migration.Molecules (Basel, Switzerland) · 2025Review
- Harnessing Bromo/Acyloxy Transposition (BrAcT) and Excited-State Copper Catalysis for Styrene Difunctionalization.Journal of the American Chemical Society · 2024Article
- Article
- Synthesis of Ketonylated Carbocycles via Excited-State Copper-Catalyzed Radical Carbo-Aroylation of Unactivated Alkenes.ChemCatChem · 2023Article
- Copper-Catalyzed 1,2-Dicarbonylative Cyclization of Alkenes with Alkyl Bromides via Radical Cascade Process.Angewandte Chemie (International ed. in English) · 2022Article
- Excited-State Copper-Catalyzed [4 + 1] Annulation Reaction Enables Modular Synthesis of α,β-Unsaturated-γ-Lactams.Journal of the American Chemical Society · 2022Article
- Aryl Transfer Strategies Mediated by Photoinduced Electron Transfer.Chemical reviews · 2022Review
- Copper-Catalyzed Aminoheteroarylation of Unactivated Alkenes through Distal Heteroaryl Migration.ACS catalysis · 2021Article
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Authors and funding
5 authors.
Funding
Abstract
We report the development of a photocatalytic strategy for the synthesis of β-functionalized unsymmetrical 1,4-, 1-6 and 1,7-diketones from aroyl chlorides and unactivated alkenes at room temperature. The mild reaction conditions not only tolerate a wide range of functional groups and structural moieties, but also enable migration of a variety of distal groups including (hetero)arenes, nitrile, aldehyde, oxime-derivative, and alkene. The efficiency of chirality transfer, factors that control the distal-group migration, and synthesis of carbo- and heterocycles from the diketones are also described. Mechanistic studies suggest a reaction pathway involving a photocatalytic radical aroylation of unactivated alkenes followed by a distal-group migration, oxidation, and deprotonation to afford the desired diketones.
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