Evidence map›Paper›PMID 36519037›Full record

ArticleChemical science2022

Substrate-controlled C-H or C-C alkynylation of cyclopropanes: generation of aryl radical cations by direct light activation of hypervalent iodine reagents.

Tin V T Nguyen, Matthew D Wodrich, Jerome Waser

Abstract read
In one paragraph

Article in Chemical science, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.

0numbers the graph read from it
0cells of the map it votes in
7citing 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

7 citing papers in PubMed.

  1. Photocatalytic construction ofChemical science · 2026
    Article
  2. Synthesis of CJACS Au · 2026
    Article
  3. Article
  4. Article
  5. Article
  6. Review
  7. Recent progress in alkynylation with hypervalent iodine reagents.Chemical communications (Cambridge, England) · 2023
    Review
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

3 authors.

Tin V T NguyenLaboratory of Catalysis and Organic Synthesis, Institute of Chemistry and Chemical Engineering, Ecole Polytechnique Fédérale de Lausanne Ch-1015 Lausanne Switzerland Jerome.waser@epfl.ch.ORCID https://orcid.org/0000-0003-4895-368X
Matthew D WodrichLaboratory of Catalysis and Organic Synthesis, Institute of Chemistry and Chemical Engineering, Ecole Polytechnique Fédérale de Lausanne Ch-1015 Lausanne Switzerland Jerome.waser@epfl.ch.ORCID https://orcid.org/0000-0002-6006-671X
Jerome WaserLaboratory of Catalysis and Organic Synthesis, Institute of Chemistry and Chemical Engineering, Ecole Polytechnique Fédérale de Lausanne Ch-1015 Lausanne Switzerland Jerome.waser@epfl.ch.ORCID https://orcid.org/0000-0002-4570-914X

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

We report the first oxidative C-H alkynylation of arylcyclopropanes. Irradiation of ethynylbenziodoxolone (EBX) reagents with visible light at 440 nm promoted the reaction. By the choice of the aryl group on the cyclopropane, it was possible to completely switch the outcome of the reaction from the alkynylation of the C-H bond to the oxyalkynylation of the C-C bond, which proceeded without the need for a catalyst, in contrast to previous works. The oxyalkynylation could also be extended to aminocyclopropanes as well as styrenes. Computations indicated that the C-H activation became a favoured nearly barrierless process in the presence of two

Identifiers

PMID36519037
PMCPMC9645386

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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.