Evidence map›Paper›PMID 37268631›Full record

ArticleNature communications2023

Integrating I(I)/I(III) catalysis in reaction cascade design enables the synthesis of gem-difluorinated tetralins from cyclobutanols.

Joel Häfliger, Louise Ruyet, Nico Stübke, Constantin G Daniliuc, Ryan Gilmour

Open access · goldAbstract read
In one paragraph

Article in Nature communications, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.

0numbers the graph read from it
0cells of the map it votes in
11citing papers in PubMed
2.7field-weighted citation impact, top 9% of its field
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

11 citing papers in PubMed, 24 citations in OpenAlex.

  1. Direct Regioselective para-Fluorination via I(I)/I(III) Catalysis.Angewandte Chemie (International ed. in English) · 2026
    Article
  2. Article
  3. Article
  4. Non-Aqueous Binary and TernaryJournal of the American Chemical Society · 2025
    Article
  5. Article
  6. Review
  7. Article
  8. Article
  9. Article
  10. Chemical science · 2023
    Article
  11. Enyne difluorination.Nature chemistry · 2023
    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

5 authors at 1 institution in 1 country.

Joel HäfligerInstitute for Organic Chemistry, Westfälische Wilhelms-Universität (WWU) Münster, Corrensstraße 36, 48149, Münster, Germany.ORCID http://orcid.org/0000-0003-4498-5596
Louise RuyetInstitute for Organic Chemistry, Westfälische Wilhelms-Universität (WWU) Münster, Corrensstraße 36, 48149, Münster, Germany.ORCID http://orcid.org/0000-0002-7296-3418
Nico StübkeInstitute for Organic Chemistry, Westfälische Wilhelms-Universität (WWU) Münster, Corrensstraße 36, 48149, Münster, Germany.
Constantin G DaniliucInstitute for Organic Chemistry, Westfälische Wilhelms-Universität (WWU) Münster, Corrensstraße 36, 48149, Münster, Germany.ORCID http://orcid.org/0000-0002-6709-3673
Ryan GilmourInstitute for Organic Chemistry, Westfälische Wilhelms-Universität (WWU) Münster, Corrensstraße 36, 48149, Münster, Germany. ryan.gilmour@uni-muenster.de.ORCID http://orcid.org/0000-0002-3153-6065
University of Münster · DE

Funding

EC | EU Framework Programme for Research and Innovation H2020 | H2020 Priority Excellent Science | H2020 European Research Council (H2020 Excellent Science - European Research Council) RECON 818949
6 · The paper itself

Abstract

Partially saturated, fluorine-containing rings are ubiquitous across the drug discovery spectrum. This capitalises upon the biological significance of the native structure and the physicochemical advantages conferred by fluorination. Motivated by the significance of aryl tetralins in bioactive small molecules, a reaction cascade has been validated to generate novel gem-difluorinated isosteres from 1,3-diaryl cyclobutanols in a single operation. Under the Brønsted acidity of the catalysis conditions, an acid-catalysed unmasking/fluorination sequence generates a homoallylic fluoride in situ. This species serves as the substrate for an I(I)/I(III) cycle and is processed, via a phenonium ion rearrangement, to an (isolable) 1,3,3-trifluoride. A final C(sp

Identifiers

PMID37268631
PMCPMC10238417
OpenAlexW4379184146

What OpenQuestion holds

Textmetadata
LicenceCC BY
Read underepoch 390

Registered trials

None linked

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.