ArticleChemistry (Weinheim an der Bergstrasse, Germany)2021
Photoinduced Palladium-Catalyzed Dicarbofunctionalization of Terminal Alkynes.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.
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Who cites it
9 citing papers in PubMed.
- Article
- Cu(I)-catalysed chemo-, regio-, and stereoselective radical 1,2-carboalkynylation with two different terminal alkynes.Nature communications · 2025Article
- Catalysis in the Excited State: Bringing Innate Transition Metal Photochemistry into Play.ACS catalysis · 2025Review
- Recent Advances in Visible Light Induced Palladium Catalysis.Angewandte Chemie (International ed. in English) · 2024Review
- A Cascade Sonogashira Cross-Coupling-Substitution-Elimination Reaction for the Synthesis of Linear Conjugated Dienynes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Excited-state palladium-catalysed reductive alkylation of imines: scope and mechanism.Chemical science · 2022Article
- Cationic-palladium catalyzed regio- and stereoselective syn-1,2-dicarbofunctionalization of unsymmetrical internal alkynes.Nature communications · 2022Article
- Excited-State Palladium-Catalyzed Radical Migratory Mizoroki-Heck Reaction Enables C2-Alkenylation of Carbohydrates.Journal of the American Chemical Society · 2022Article
- Visible Light-Induced Transition Metal Catalysis.Chemical reviews · 2022Review
Corrections and comments
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Authors and funding
2 authors.
Funding
Abstract
Herein, a conceptually distinct approach was developed that allowed for the dicarbofunctionalization of alkynes at room temperature using simple, bench-stable alkyl iodides and a second molecule of alkyne as coupling partner. Specifically, the photochemical activation of palladium complexes enabled this strategic dicarbofunctionalization via addition of alkyl radicals from secondary and tertiary alkyl iodides and formation of an intermediate palladium vinyl complex that could undergo subsequent Sonogashira reaction with a second alkyne molecule. This alkylation-alkynylation sequence allowed the one-step synthesis of 1,3-enynes including heteroarenes and biologically active compounds with high efficiency without exogenous photosensitizers or oxidants and now opens up pathways towards cascade reactions via photochemical palladium catalysis.
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