ArticleNature communications2017
Nickel-catalysed retro-hydroamidocarbonylation of aliphatic amides to olefins.
Article in Nature communications, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 20 papers.
What it found
Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.
The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
The trial behind it
Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.
Who cites it
20 citing papers in PubMed.
- Mechanistic insights on C(acyl)-N functionalisation mediated by late transition metals.Dalton transactions (Cambridge, England : 2003) · 2024Review
- Enantioselective nickel-catalyzed Mizoroki-Heck cyclizations of amide electrophiles.Chemical science · 2024Article
- Skeletal metalation of lactams through a carbonyl-to-nickel-exchange logic.Nature communications · 2023Article
- Pd/Xu-Phos-catalyzed asymmetric elimination of fully substituted enol triflates into axially chiral trisubstituted allenes.Science advances · 2023Article
- Amide N-C Bond Activation: A Graphical Overview of Acyl and Decarbonylative Coupling.SynOpen (2017) · 2023Article
- [Ni(Np#)(η5-Cp)Cl]: Flexible, Sterically Bulky, Well-Defined, Highly Reactive Complex for Nickel-Catalyzed Cross-Coupling.Organometallics · 2022Article
- Selective, Transition Metal-free 1,2-Diboration of Alkyl Halides, Tosylates, and Alcohols.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Olefination via Cu-Mediated Dehydroacylation of Unstrained Ketones.Journal of the American Chemical Society · 2021Article
- A facile method for Rh-catalyzed decarbonylativeRSC advances · 2021Article
- A donor-acceptor complex enables the synthesis ofChemical science · 2021Article
- Activation of C-O and C-N Bonds Using Non-Precious-Metal Catalysis.ACS catalysis · 2020Article
- Nickel-Catalyzed Conversion of Amides to Carboxylic Acids.Organic letters · 2020Article
- Organocatalytic asymmetric N-sulfonyl amide C-N bond activation to access axially chiral biaryl amino acids.Nature communications · 2020Article
- Ni-Catalyzed Suzuki-Miyaura Cross-Coupling of Aliphatic Amides on the Benchtop.Organic letters · 2020Article
- Decarbonylative Borylation of Amides by Palladium Catalysis.ACS omega · 2019Article
- Dinuclear manganese alkoxide complexes as catalysts for C-N bond cleavage of simple tertiaryChemical science · 2019Article
- Computational Study of Mechanism and Thermodynamics of Ni/IPr-Catalyzed Amidation of Esters.Molecules (Basel, Switzerland) · 2018Article
- Tandem Catalysis: Transforming Alcohols to Alkenes by Oxidative Dehydroxymethylation.Journal of the American Chemical Society · 2018Article
- Nickel-Catalyzed Suzuki-Miyaura Coupling of Aliphatic Amides.ACS catalysis · 2018Article
- Suzuki-Miyaura cross-coupling of amides and esters at room temperature: correlation with barriers to rotation around C-N and C-O bonds.Chemical science · 2017Article
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
4 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Amide and olefins are important synthetic intermediates with complementary reactivity which play a key role in the construction of natural products, pharmaceuticals and manmade materials. Converting the normally highly stable aliphatic amides into olefins directly is a challenging task. Here we show that a Ni/NHC-catalytic system has been established for decarbonylative elimination of aliphatic amides to generate various olefins via C-N and C-C bond cleavage. This study not only overcomes the acyl C-N bond activation in aliphatic amides, but also encompasses distinct chemical advances on a new type of elimination reaction called retro-hydroamidocarbonylation. This transformation shows good functional group compatibility and can serve as a powerful synthetic tool for late-stage olefination of amide groups in complex compounds.
Identifiers
What OpenQuestion holds
Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.