Evidence map›Paper›PMID 37124721›Full record

ArticleACS catalysis2023

Photocatalytic Sulfonyl Fluorination of Alkyl Organoboron Substrates.

Cooper A Vincent, Maria Irina Chiriac, Ludovic Troian-Gautier, Uttam K Tambar

Open access · greenAbstract read
In one paragraph

Article in ACS catalysis, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.

0numbers the graph read from it
0cells of the map it votes in
3citing papers in PubMed
5.2field-weighted citation impact, top 4% 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

3 citing papers in PubMed, 35 citations in OpenAlex.

  1. Article
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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

4 authors at 3 institutions in 2 countries.

Cooper A VincentDepartment of Biochemistry, The University of Texas Southwestern Medical Center, Dallas, Texas 75390-9038, United States.ORCID 0000-0003-3775-7675
Maria Irina ChiriacDepartment of Discovery Chemistry, Merck & Co., Inc., West Point, Pennsylvania 19486, United States.
Ludovic Troian-GautierMolecular Chemistry, Materials and Catalysis (MOST), Université catholique de Louvain (UCLouvain), Institut de la Matierè Condensée et des Nanosciences (IMCN), 1348 Louvain-la-Neuve, Belgium.ORCID 0000-0002-7690-1361
Uttam K TambarDepartment of Biochemistry, The University of Texas Southwestern Medical Center, Dallas, Texas 75390-9038, United States.ORCID 0000-0001-5659-5355
The University of Texas Southwestern Medical Center · USUCLouvain · BEUnited States Military Academy · US

Funding

Stereoselective Rearrangements for the Synthesis of Bioactive Small MoleculesR01GM102604 · NIGMS · UT SOUTHWESTERN MEDICAL CENTER · PI TAMBAR, UTTAM KRISHAN · 2012 to 2024
$5.0M
NIGMS NIH HHS R01 GM102604
6 · The paper itself

Abstract

Sulfonyl fluorides are highly versatile molecules for click chemistry that have found applications in many areas of chemistry and biology. Recent chemical approaches have focused on the synthesis of alkyl sulfonyl fluorides from readily available starting materials. Here, we report a photocatalytic synthesis of alkyl sulfonyl fluorides from organotrifluoroborates and boronic acid pinacol esters, which are building blocks commonly employed by medicinal chemists in the synthesis of bioactive molecules. Steady-state and time-resolved spectroscopy have confirmed that the absorption of photons by the acridinium catalysts leads to the oxidation of the organotrifluoroborate substrates. The reaction exhibits broad functional group tolerance, which can be attributed to the mild activation with visible light. Importantly, this general approach provides easy access to primary, secondary, and tertiary alkyl sulfonyl fluorides.

Indexed as

acridinium catalystsalkyl organoboronalkyl-substituted SuFEx reagentsclick chemistrysulfonyl fluorinationsulfur(VI) fluoride exchange

Identifiers

PMID37124721
PMCPMC10135442
OpenAlexW4322617896

What OpenQuestion holds

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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.