Evidence map›Paper›PMID 40450014›Full record

ArticleNature communications2025

Photochemical C3-amination of pyridines via Zincke imine intermediates.

Kitti Franciska Szabó, Piotr Banachowicz, Antoni Powała, Danijela Lunic, Ignacio Funes Ardoiz, Dorota Gryko

Abstract read
In one paragraph

Article in Nature communications, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.

0numbers the graph read from it
0cells of the map it votes in
12citing 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

12 citing papers in PubMed.

  1. Article
  2. Article
  3. Review
  4. Article
  5. Article
  6. Article
  7. Article
  8. Regiodivergent C3 and C4 Amination of Quinolines via Radical and Ionic Pathways.Angewandte Chemie (International ed. in English) · 2026
    Article
  9. Synthesis andOrganic letters · 2025
    Article
  10. Article
  11. Synthesis of Thiophenes from Pyridines Using Elemental Sulfur.Angewandte Chemie (International ed. in English) · 2025
    Article
  12. 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.

Kitti Franciska Szabó *Institute of Organic Chemistry Polish Academy of Sciences, Warsaw, Poland.
Piotr Banachowicz *Institute of Organic Chemistry Polish Academy of Sciences, Warsaw, Poland.ORCID http://orcid.org/0000-0003-4158-0403
Antoni PowałaInstitute of Organic Chemistry Polish Academy of Sciences, Warsaw, Poland.
Danijela LunicDepartamento de Química, Instituto de Química de la Universidad de La Rioja, Universidad de La Rioja, Logroño, Spain.
Ignacio Funes ArdoizDepartamento de Química, Instituto de Química de la Universidad de La Rioja, Universidad de La Rioja, Logroño, Spain. ignacio.funesa@unirioja.es.ORCID http://orcid.org/0000-0002-5843-9660
Dorota GrykoInstitute of Organic Chemistry Polish Academy of Sciences, Warsaw, Poland. dorota.gryko@icho.edu.pl.ORCID http://orcid.org/0000-0002-5197-4222

Funding

Narodowe Centrum Nauki (National Science Centre) MAESTRO UMO-2020/38/A/ST4/00185
6 · The paper itself

Abstract

Selective skeletal and peripheral editing of the pyridine moiety has broadly expanded the chemical space. While C-H functionalization at C2 and C4 positions are enabled by the inherent reactivity of this heteroarene, selective derivatization at the C3 position has long posed a significant challenge. Recently, based on a dearomatization-rearomatization sequence, involving Zincke imine intermediates, selective halogenation (-Br, -Cl, and -I) and isotopic labelling were accomplished. Here, we report a mild and regioselective method for C3-amination that relies on the photochemical reaction of Zincke imine with an amidyl radical generated from N-aminopyridinium salts. Mechanistic and theoretical studies indicate that radical intermediates are involved and explain the C3 regioselectivity of the reaction.

Identifiers

PMID40450014
PMCPMC12126555

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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.