Evidence map›Paper›PMID 39881488›Full record

ArticleJournal of the American Chemical Society2025

Unveiling New Reactivities in Complex Mixtures: Synthesis of Tricyclic Pyridinium Derivatives.

Johanan Kootstra, Jaya Mehara, Marieke J Veenstra, Maëlle Le Cacheux, Luca E Oddone, Aleksandr Y Pereverzev, Janaa Roithová, Syuzanna R Harutyunyan

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

0numbers the graph read from it
0cells of the map it votes in
1citing 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

1 citing paper in PubMed.

  1. 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

8 authors.

Johanan KootstraStratingh Institute for Organic Chemistry, University of Groningen, 9747 AG Groningen ,The Netherlands.
Jaya MeharaInstitute for Molecules and Materials, Radboud University, 6525 AJ Nijmegen, The Netherlands.
Marieke J VeenstraStratingh Institute for Organic Chemistry, University of Groningen, 9747 AG Groningen ,The Netherlands.ORCID 0000-0002-6858-4351
Maëlle Le CacheuxStratingh Institute for Organic Chemistry, University of Groningen, 9747 AG Groningen ,The Netherlands.ORCID 0009-0002-7126-1390
Luca E OddoneStratingh Institute for Organic Chemistry, University of Groningen, 9747 AG Groningen ,The Netherlands.ORCID 0009-0002-9077-3607
Aleksandr Y PereverzevInstitute for Molecules and Materials, Radboud University, 6525 AJ Nijmegen, The Netherlands.ORCID 0000-0001-5486-6916
Janaa RoithováInstitute for Molecules and Materials, Radboud University, 6525 AJ Nijmegen, The Netherlands.
Syuzanna R HarutyunyanStratingh Institute for Organic Chemistry, University of Groningen, 9747 AG Groningen ,The Netherlands.ORCID 0000-0003-2411-1250

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

The discovery of new transformations drives the development of synthetic organic chemistry. While the main goal of synthetic chemists is to obtain the maximum yield of a desired product with minimal side product formation, meticulous characterization of the latter offers an opportunity for discovering new reaction pathways, alternative mechanisms, and new products. Herein, we present a case study on the discovery and development of a new chemical transformation using online mass spectrometry. This highly sensitive method enabled the discovery of a new reaction pathway in a catalyst-free cross-dehydrogenative coupling of 1,2,3,4-tetrahydroisoquinoline with acetone via peroxide intermediate, ultimately yielding a tricyclic pyridinium compound. Mass spectrometry was instrumental in detecting and identifying the structure of the pyridinium compound, initially formed as a trace byproduct, which allowed us to develop a general methodology for its exclusive formation.

Identifiers

PMID39881488
PMCPMC11826991

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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.