ArticleAngewandte Chemie (International ed. in English)2021
Cyclic (Alkyl)(amino)carbene Ligands Enable Cu-Catalyzed Markovnikov Protoboration and Protosilylation of Terminal Alkynes: A Versatile Portal to Functionalized Alkenes*.
Article in Angewandte Chemie (International ed. in English), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.
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Who cites it
16 citing papers in PubMed.
- Facile Access to Chelating CAArC-Phosphine (CAArCPhos) Palladium Complexes.Angewandte Chemie (International ed. in English) · 2025Article
- Cu(II)-Catalyzed Hydrofunctionalization of Unactivated Alkynes via π-Lewis Acid Activation.Journal of the American Chemical Society · 2025Article
- Tandem Diboration-Protoboration of Terminal Alkynes: A Practical Route to α-Substituted Alkenyl Boronates.Synlett : accounts and rapid communications in synthetic organic chemistry · 2025Article
- Regioselective Cu-Catalyzed Hydrosilylation of Internal Aryl Alkynes.Organic letters · 2025Article
- Atomically precise copper clusters with dual sites for highly chemoselective and efficient hydroboration.Nature communications · 2024Article
- Ring-Expanded N-Heterocyclic Carbene (reNHC) Complexes: Applications in Transition Metal Catalysis.Coordination chemistry reviews · 2024Article
- Metal-carbene-guided twofold cross-coupling of ethers with chromium catalysis.Nature communications · 2024Article
- Copper-catalyzed remote double functionalization of allenynes.Chemical science · 2024Article
- Catalytic Alkyne Allylboration: A Quest for Selectivity.ACS catalysis · 2023Review
- Gold-catalyzed four-component multifunctionalization of alkynes.Nature communications · 2023Article
- Bicyclic (alkyl)(amino)carbene (BICAAC) in a dual role: activation of primary amides and COChemical science · 2023Article
- Updated Progress of the Copper-Catalyzed Borylative Functionalization of Unsaturated Molecules.Molecules (Basel, Switzerland) · 2023Review
- CAAC-IPr*: easily accessible, highly sterically-hindered cyclic (alkyl)(amino)carbenes.Chemical communications (Cambridge, England) · 2022Article
- (CAAC)Copper Catalysis Enables Regioselective Three-Component Carboboration of Terminal Alkynes.ACS catalysis · 2022Article
- Recent Advances in the Domain of Cyclic (Alkyl)(Amino) Carbenes.Chemistry, an Asian journal · 2022Review
- Cyclic (Alkyl)(amino)carbene Ligands Enable Cu-Catalyzed Markovnikov Protoboration and Protosilylation of Terminal Alkynes: A Versatile Portal to Functionalized Alkenes*.Angewandte Chemie (International ed. in English) · 2021Article
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9 authors.
Funding
Abstract
Regioselective hydrofunctionalization of alkynes represents a straightforward route to access alkenyl boronate and silane building blocks. In previously reported catalytic systems, high selectivity is achieved with a limited scope of substrates and/or reagents, with general solutions lacking. Herein, we describe a selective copper-catalyzed Markovnikov hydrofunctionalization of terminal alkynes that is facilitated by strongly donating cyclic (alkyl)(amino)carbene (CAAC) ligands. Using this method, both alkyl- and aryl-substituted alkynes are coupled with a variety of boryl and silyl reagents with high α-selectivity. The reaction is scalable, and the products are versatile intermediates that can participate in various downstream transformations. Preliminary mechanistic experiments shed light on the role of CAAC ligands in this process.
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