ArticleJournal of the American Chemical Society2020
Nickel-Catalyzed Decarbonylative Amination of Carboxylic Acid Esters.
Article in Journal of the American Chemical Society, 2020. 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.
- Realization of a Heteroatom-Transfer-Ligand (HTL) Platform: Oxy Insertion at a Titanium-Alkyl Bond Facilitated by a Hydroxylaminato Ligand Framework.Angewandte Chemie (International ed. in English) · 2025Article
- A C-to-B Atom Swap on Coumarins and Dibenzolactones.Angewandte Chemie (International ed. in English) · 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
- Ligand Relay for Nickel-Catalyzed Decarbonylative Alkylation of Aroyl Chlorides.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024Article
- Skeletal metalation of lactams through a carbonyl-to-nickel-exchange logic.Nature communications · 2023Article
- Development of a Nickel-Catalyzed N-N Coupling for the Synthesis of Hydrazides.Journal of the American Chemical Society · 2023Article
- A sustainable metal and base-free direct amidation of esters using water as a green solvent.RSC advances · 2023Article
- Mechanism-Driven Development of Group 10 Metal-Catalyzed Decarbonylative Coupling Reactions.Accounts of chemical research · 2022Article
- The stable "F-SORSC advances · 2022Article
- Structure-Reactivity Relationships of Buchwald-Type Phosphines in Nickel-Catalyzed Cross-Couplings.Journal of the American Chemical Society · 2022Article
- A C-to-O atom-swapping reaction sequence enabled by Ni-catalyzed decarbonylation of lactones.Chemical science · 2022Article
- Decarbonylative Sonogashira Cross-Coupling: Fruitful Marriage of Alkynes with Carboxylic Acid Electrophiles.Organic chemistry frontiers : an international journal of organic chemistry · 2022Article
- Decarbonylative Fluoroalkylation at Palladium(II): From Fundamental Organometallic Studies to Catalysis.Journal of the American Chemical Society · 2021Article
- Recent Progress Concerning theMolecules (Basel, Switzerland) · 2021Review
- Nickel-Catalyzed Decarbonylative Synthesis of Fluoroalkyl Thioethers.ACS catalysis · 2020Article
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Authors and funding
5 authors.
Funding
Abstract
The reaction of carboxylic acid derivatives with amines to form amide bonds has been the most widely used transformation in organic synthesis over the past century. Its utility is driven by the broad availability of the starting materials as well as the kinetic and thermodynamic driving force for amide bond formation. As such, the invention of new reactions between carboxylic acid derivatives and amines that strategically deviate from amide bond formation remains both a challenge and an opportunity for synthetic chemists. This report describes the development of a nickel-catalyzed decarbonylative reaction that couples (hetero)aromatic esters with a broad scope of amines to form (hetero)aryl amine products. The successful realization of this transformation was predicated on strategic design of the cross-coupling partners (phenol esters and silyl amines) to preclude conventional reactivity that forms inert amide byproducts.
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Registered trials
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