ArticleAngewandte Chemie (International ed. in English)2019
Ketones from Nickel-Catalyzed Decarboxylative, Non-Symmetric Cross-Electrophile Coupling of Carboxylic Acid Esters.
Article in Angewandte Chemie (International ed. in English), 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 28 papers.
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Who cites it
28 citing papers in PubMed, 137 citations in OpenAlex.
- Cobalt-catalyzed reductive cross-coupling: a review.Molecular diversity · 2025Review
- Grignard Method for Preparing Thioesters from Esters and Its Application to One-Pot Synthesis of Ketones and Aldehydes.ACS omega · 2025Article
- Cross-Electrophile Coupling: Principles, Methods, and Applications in Synthesis.Chemical reviews · 2024Review
- A decarbonylative approach to alkylnickel intermediates and C(spScience (New York, N.Y.) · 2024Article
- Synthesis of Stereodefined Enones from the Cross-Electrophile Coupling of Activated Acrylic Acids with Alkyl Bromides.Organic letters · 2024Article
- Ligand Relay for Nickel-Catalyzed Decarbonylative Alkylation of Aroyl Chlorides.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024Article
- Mechanisms for radical reactions initiating fromBeilstein journal of organic chemistry · 2024Article
- Nickel-Catalyzed Enantioselective Decarboxylative Acylation: Rapid, Modular Access to α-Amino Ketones.Angewandte Chemie (International ed. in English) · 2023Article
- Article
- Formation of C(spJournal of the American Chemical Society · 2023Article
- Modular Synthesis of (Borylmethyl)silanes through Orthogonal Functionalization of a Carbon Atom.Organic letters · 2023Article
- Diversifying Amino Acids and Peptides via Deaminative Reductive Cross-Couplings Leveraging High-Throughput Experimentation.Journal of the American Chemical Society · 2023Article
- Selective Cross-Ketonization of Carboxylic Acids Enabled by Metallaphotoredox Catalysis.Angewandte Chemie (International ed. in English) · 2022Article
- Substrate-controlled C-H or C-C alkynylation of cyclopropanes: generation of aryl radical cations by direct light activation of hypervalent iodine reagents.Chemical science · 2022Article
- Control of Redox-Active Ester Reactivity Enables a General Cross-Electrophile Approach to Access Arylated Strained Rings.Angewandte Chemie (International ed. in English) · 2022Article
- Nickel-Mediated Synthesis of Non-AnomericThe Journal of organic chemistry · 2022Article
- Synthesis of α,β-unsaturated ketones through nickel-catalysed aldehyde-free hydroacylation of alkynes.Communications chemistry · 2022Article
- A biomimetic SScience (New York, N.Y.) · 2021Article
- Transition Metal Catalyst-Free, Base-Promoted 1,2-Additions of Polyfluorophenylboronates to Aldehydes and Ketones.Angewandte Chemie (International ed. in English) · 2021Article
- Electrochemical Nozaki-Hiyama-Kishi Coupling: Scope, Applications, and Mechanism.Journal of the American Chemical Society · 2021Article
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Authors and funding
5 authors at 1 institution in 1 country.
Funding
Abstract
Synthesis of the C-C bonds of ketones relies upon one high-availability reagent (carboxylic acids) and one low-availability reagent (organometallic reagents or alkyl iodides). We demonstrate here a ketone synthesis that couples two different carboxylic acid esters, N-hydroxyphthalimide esters and S-2-pyridyl thioesters, to form aryl alkyl and dialkyl ketones in high yields. The keys to this approach are the use of a nickel catalyst with an electron-poor bipyridine or terpyridine ligand, a THF/DMA mixed solvent system, and ZnCl
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