Evidence map›Paper›PMID 31011173›Full record

ArticleNature chemistry2019

Practical and regioselective amination of arenes using alkyl amines.

Alessandro Ruffoni, Fabio Juliá, Thomas D Svejstrup, Alastair J McMillan, James J Douglas, Daniele Leonori

Abstract read
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In one paragraph

Article in Nature chemistry, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 61 papers.

0numbers the graph read from it
0cells of the map it votes in
61citing 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

61 citing papers in PubMed.

  1. Article
  2. Review
  3. Making Blank Faces Expressive: Chemical Approaches to the Modification of Chemically Inert Peptides.Journal of peptide science : an official publication of the European Peptide Society · 2026
    Review
  4. Copper-Catalyzed Three-Component Selective 1,4-Amino Oxygenation of 1,3-Dienes.Angewandte Chemie (International ed. in English) · 2026
    Article
  5. Article
  6. Article
  7. Article
  8. Article
  9. Article
  10. Radical Polarity.Journal of the American Chemical Society · 2024
    Article
  11. Article
  12. Article
  13. Article
  14. Article
  15. Article
  16. Review
  17. Article
  18. Review
  19. Article
  20. Site-Selective Electrochemical Arene C-H Amination.Journal of the American Chemical Society · 2024
    Article

1 more citing papers are in PubMed but not listed here.

4 · The record

Corrections and comments

5 · Who and what money

Authors and funding

6 authors.

Alessandro RuffoniSchool of Chemistry, University of Manchester, Manchester, UK.
Fabio JuliáSchool of Chemistry, University of Manchester, Manchester, UK.ORCID http://orcid.org/0000-0001-8903-4482
Thomas D SvejstrupSchool of Chemistry, University of Manchester, Manchester, UK.ORCID http://orcid.org/0000-0001-7946-8033
Alastair J McMillanSchool of Chemistry, University of Manchester, Manchester, UK.ORCID http://orcid.org/0000-0002-3778-967X
James J DouglasEarly Chemical Development, Pharmaceutical Sciences, IMED Biotech Unit, AstraZeneca, Macclesfield, UK.
Daniele LeonoriSchool of Chemistry, University of Manchester, Manchester, UK. daniele.leonori@manchester.ac.uk.ORCID http://orcid.org/0000-0002-7692-4504

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

The formation of carbon-nitrogen bonds for the preparation of aromatic amines is among the top five reactions carried out globally for the production of high-value materials, ranging from from bulk chemicals to pharmaceuticals and polymers. As a result of this ubiquity and diversity, methods for their preparation impact the full spectrum of chemical syntheses in academia and industry. In general, these molecules are assembled through the stepwise introduction of a reactivity handle in place of an aromatic C-H bond (that is, a nitro group, halogen or boronic acid) and a subsequent functionalization or cross-coupling. Here we show that aromatic amines can be constructed by direct reaction of arenes and alkyl amines using photocatalysis, without the need for pre-functionalization. The process enables the easy preparation of advanced building blocks, tolerates a broad range of functionalities, and multigram scale can be achieved via a batch-to-flow protocol. The merit of this strategy as a late-stage functionalization platform has been demonstrated by the modification of several drugs, agrochemicals, peptides, chiral catalysts, polymers and organometallic complexes.

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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.