Evidence map›Paper›PMID 37655042›Full record

ArticleChemical science2023

Metal-free reductive desulfurization of C-sp

Rana M I Morsy, Ganesh Samala, Ankur Jalan, Michael E Kopach, Naresh M Venneti, Jennifer L Stockdill

Abstract read
In one paragraph

Article in Chemical science, 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
–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

3 citing papers in PubMed.

  1. Article
  2. Peptide macrocyclisationChemical science · 2024
    Article
  3. 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

6 authors.

Rana M I MorsyDepartment of Chemistry, Wayne State University Detroit MI 48202 USA gu0132@wayne.edu stockdill@wayne.edu.
Ganesh SamalaDepartment of Chemistry, Wayne State University Detroit MI 48202 USA gu0132@wayne.edu stockdill@wayne.edu.
Ankur JalanEli Lilly and Company Indianapolis IN 46285 USA.ORCID https://orcid.org/0000-0001-7457-7441
Michael E KopachEli Lilly and Company Indianapolis IN 46285 USA.
Naresh M VennetiDepartment of Chemistry, Wayne State University Detroit MI 48202 USA gu0132@wayne.edu stockdill@wayne.edu.ORCID https://orcid.org/0000-0003-2148-0106
Jennifer L StockdillDepartment of Chemistry, Wayne State University Detroit MI 48202 USA gu0132@wayne.edu stockdill@wayne.edu.ORCID https://orcid.org/0000-0003-4238-6530

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Phosphines and phosphites are critical tools for non-metal desulfurative methodologies due to the strength of the P[double bond, length as m-dash]S bond. An overarching premise in these methods has been that stoichiometric (or excess) P(iii) reagent is required for reactivity. Despite decades of research, a desulfurative process that is catalytic in phosphine/phosphite has not been reported. Here, we report the successful merging of two thermal radical processes: the desulfurization of unactivated and activated alkyl thiols and the reduction of P(v) = S to P(iii) by reaction with a silyl radical species. We employ catalytic trimethyl phosphite, catalytic azo-bis(cyclohexyl)nitrile, and two equivalents of tris(trimethylsilyl)silane as the stoichiometric reductant and sulfur atom scavenger. This method is tolerant of common organic functional groups and affords products in good to excellent yields.

Identifiers

PMID37655042
PMCPMC10466286

What OpenQuestion holds

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LicenceCC BY
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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.