ArticleNature communications2015
Decarbonylative organoboron cross-coupling of esters by nickel catalysis.
Article in Nature communications, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 69 papers.
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Who cites it
69 citing papers in PubMed.
- The radical-radical cross-coupling of alkyl carboxylic acids and organoborons.Nature chemistry · 2026Article
- Dual-Ligand System for Mild Decarbonylative Suzuki-Miyaura Cross-Coupling of Aroyl Chlorides.ACS catalysis · 2026Article
- Aryl Acid-Alcohol Cross-Coupling: C(spJournal of the American Chemical Society · 2025Article
- [(NHC)Pd(OAc)The Journal of organic chemistry · 2024Article
- Divergent Transformations of Aromatic Esters: Decarbonylative Coupling, Ester Dance, Aryl Exchange, and Deoxygenative Coupling.Accounts of chemical research · 2024Article
- Recent Advances in Metal-Catalyzed Approaches for the Synthesis of Quinazoline Derivatives.Molecules (Basel, Switzerland) · 2024Review
- Ligand Relay for Nickel-Catalyzed Decarbonylative Alkylation of Aroyl Chlorides.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024Article
- Nickel-organo compounds as potential enzyme precursors under simulated early Earth conditions.Communications chemistry · 2024Article
- Enantioselective nickel-catalyzed Mizoroki-Heck cyclizations of amide electrophiles.Chemical science · 2024Article
- Synthesis of 2-arylpyridines by the Suzuki-Miyaura cross-coupling of PyFluor with hetero(aryl) boronic acids and esters.Canadian journal of chemistry · 2023Article
- Mechanism and Selectivity of Copper-Catalyzed Bromination of Distal C(spOrganometallics · 2023Article
- A sustainable metal and base-free direct amidation of esters using water as a green solvent.RSC advances · 2023Article
- Formation of C(spJournal of the American Chemical Society · 2023Article
- Divergent Acyl and Decarbonylative Liebeskind-Srogl Cross-Coupling of Thioesters by Cu-Cofactor and Pd-NHC (NHC = N-Heterocyclic Carbene) Catalysis.ACS catalysis · 2023Article
- Transition-metal-catalyzed synthesis of quinazolines: A review.Frontiers in chemistry · 2023Review
- Stereoretentive cross-coupling of chiral amino acid chlorides and hydrocarbons through mechanistically controlled Ni/Ir photoredox catalysis.Nature communications · 2022Article
- Nickel(0)-Catalyzed Decarbonylative Cross-Coupling of Aromatic Esters with Arylboronic Acids via Chelation Assistance.ACS omega · 2022Article
- Decarboxylative Borylation and Cross-Coupling of (Hetero)aryl Acids Enabled by Copper Charge Transfer Catalysis.Journal of the American Chemical Society · 2022Article
- Decarbonylative Pd-Catalyzed Suzuki Cross-Coupling for the Synthesis of Structurally Diverse Heterobiaryls.Organic letters · 2022Article
- Computational Study of Key Mechanistic Details for a Proposed Copper (I)-Mediated Deconstructive Fluorination ofTopics in catalysis · 2022Article
9 more citing papers are in PubMed but not listed here.
Corrections and comments
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Authors and funding
4 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
The Suzuki-Miyaura cross-coupling is a metal-catalysed reaction in which boron-based nucleophiles and halide-based electrophiles are reacted to form a single molecule. This is one of the most reliable tools in synthetic chemistry, and is extensively used in the synthesis of pharmaceuticals, agrochemicals and organic materials. Herein, we report a significant advance in the choice of electrophilic coupling partner in this reaction. With a user-friendly and inexpensive nickel catalyst, a range of phenyl esters of aromatic, heteroaromatic and aliphatic carboxylic acids react with boronic acids in a decarbonylative manner. Overall, phenyl ester moieties function as leaving groups. Theoretical calculations uncovered key mechanistic features of this unusual decarbonylative coupling. Since extraordinary numbers of ester-containing molecules are available both commercially and synthetically, this new 'ester' cross-coupling should find significant use in synthetic chemistry as an alternative to the standard halide-based Suzuki-Miyaura coupling.
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