Evidence map›Paper›PMID 34097802›Full record

ArticleAngewandte Chemie (International ed. in English)2021

Light-Driven Carbene Catalysis for the Synthesis of Aliphatic and α-Amino Ketones.

Anna V Bay, Keegan P Fitzpatrick, Gisela A González-Montiel, Abdikani Omar Farah, Paul Ha-Yeon Cheong, Karl A Scheidt

Abstract read
In one paragraph

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 26 papers.

0numbers the graph read from it
0cells of the map it votes in
26citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

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.

2 · The registry

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.

3 · Its place in the literature

Who cites it

26 citing papers in PubMed.

  1. Article
  2. Review
  3. Deconstructive Radical-Radical Coupling for Programmable Remote Acylation.Angewandte Chemie (International ed. in English) · 2025
    Article
  4. Article
  5. C(spACS catalysis · 2025
    Article
  6. Photochemical reduction of acylimidazolium salts.Beilstein journal of organic chemistry · 2025
    Article
  7. Article
  8. Science advances · 2024
    Article
  9. Article
  10. Article
  11. Light-Driven Enantioselective Carbene-Catalyzed Radical-Radical Coupling.Angewandte Chemie (International ed. in English) · 2023
    Article
  12. Review
  13. Photoredox-Catalyzed Radical-Radical Coupling of Potassium Trifluoroborates with Acyl Azoliums.Synlett : accounts and rapid communications in synthetic organic chemistry · 2023
    Article
  14. Article
  15. Article
  16. Article
  17. Article
  18. Article
  19. Article
  20. Synthesis of Cyclohexanones by a Tandem Photocatalyzed Annulation.Journal of the American Chemical Society · 2022
    Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

6 authors.

Anna V BayDepartment of Chemistry, Northwestern University, 2145 Sheridan Road, Evanston, IL, 60208, USA.ORCID 0000-0003-3604-8316
Keegan P FitzpatrickDepartment of Chemistry, Northwestern University, 2145 Sheridan Road, Evanston, IL, 60208, USA.ORCID 0000-0001-7780-2800
Gisela A González-MontielDepartment of Chemistry, Oregon State University, 153 Gilbert Hall, Corvallis, OR, 97331 2145, USA.ORCID 0000-0003-0665-5326
Abdikani Omar FarahDepartment of Chemistry, Oregon State University, 153 Gilbert Hall, Corvallis, OR, 97331 2145, USA.ORCID 0000-0003-1904-6749
Paul Ha-Yeon CheongDepartment of Chemistry, Oregon State University, 153 Gilbert Hall, Corvallis, OR, 97331 2145, USA.ORCID 0000-0001-6705-2962
Karl A ScheidtDepartment of Chemistry, Northwestern University, 2145 Sheridan Road, Evanston, IL, 60208, USA.ORCID 0000-0003-4856-3569

Funding

Therapeutics Development Core (Core B)P30DK114857 · NIDDK · NORTHWESTERN UNIVERSITY AT CHICAGO · PI GEORGE, ALFRED L., QUAGGIN, SUSAN E. · 2018 to 2022
$5.7M
New Cooperative Catalysis Concepts for Asymmetric SynthesisR35GM136440 · NIGMS · NORTHWESTERN UNIVERSITY · PI Karl A Scheidt · 2020 to 2026
$2.9M
NIDDK NIH HHS P30 DK114857NIGMS NIH HHS R35 GM136440
6 · The paper itself

Abstract

Single-electron N-heterocyclic carbene (NHC) catalysis has gained attention recently for the synthesis of C-C bonds. Guided by density functional theory and mechanistic analyses, we report the light-driven synthesis of aliphatic and α-amino ketones using single-electron NHC operators. Computational and experimental results reveal that the reactivity of the key radical intermediate is substrate-dependent and can be modulated through steric and electronic parameters of the NHC. Catalyst potential is harnessed in the visible-light driven generation of an acyl azolium radical species that undergoes selective coupling with various radical partners to afford diverse ketone products. This methodology is showcased in the direct late-stage functionalization of amino acids and pharmaceutical compounds, highlighting the utility of single-electron NHC operators.

Indexed as

LightCatalysisElectronsHeterocyclic CompoundsKetonesMethaneMolecular StructureStereoisomerismcarbeneHeterocyclic CompoundsKetonesMethanecarbenecatalysisdensity functional theorylate-stage functionalizationphotochemistry

Identifiers

PMID34097802
PMCPMC8338790

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Registered trials

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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.