Evidence map›Paper›PMID 39669446›Full record

ArticleBeilstein journal of organic chemistry2024

Direct trifluoroethylation of carbonyl sulfoxonium ylides using hypervalent iodine compounds.

Radell Echemendía, Carlee A Montgomery, Fabio Cuzzucoli, Antonio C B Burtoloso, Graham K Murphy

Abstract read
In one paragraph

Article in Beilstein journal of organic chemistry, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

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

0 citing papers in PubMed.

No citing paper in PubMed yet.

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.

Radell EchemendíaSão Carlos Institute of Chemistry, University of São Paulo, 13560-970, São Carlos, SP, Brazil.ORCID https://orcid.org/0000-0001-5310-2068
Carlee A MontgomeryDepartment of Chemistry, University of Waterloo, 200 University Ave W., Waterloo, Ontario, Canada.ORCID https://orcid.org/0000-0003-3708-2997
Fabio CuzzucoliDepartment of Chemistry, University of Waterloo, 200 University Ave W., Waterloo, Ontario, Canada.ORCID https://orcid.org/0000-0002-2296-3268
Antonio C B BurtolosoSão Carlos Institute of Chemistry, University of São Paulo, 13560-970, São Carlos, SP, Brazil.ORCID https://orcid.org/0000-0003-2203-1556
Graham K MurphyDepartment of Chemistry, University of Waterloo, 200 University Ave W., Waterloo, Ontario, Canada.ORCID https://orcid.org/0000-0002-8795-2404

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

A novel study on the hypervalent iodine-mediated polyfluoroalkylation of sulfoxonium ylides was developed. Sulfoxonium ylides, known for their versatility and stability, are promising substrates for numerous transformations in synthetic chemistry. This report demonstrates the successful derivatization of sulfoxonium ylides with trifluoroethyl or tetrafluoropropyl groups, and provides valuable insights into the scope and limitations of this approach. Nineteen examples have been prepared (45-92% yields), with structural diversity modified at two key sites on the sulfoxonium ylide reactants. Finally, DFT calculations provided insights about the mechanism of this transformation, which strongly suggest that an S

Indexed as

alkylationDFT calculationsfluorine chemistryhypervalent iodinesulfoxonium ylidesulphur ylides

Identifiers

PMID39669446
PMCPMC11635294

What OpenQuestion holds

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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.