Evidence map›Paper›PMID 36800315›Full record

ArticleAngewandte Chemie (International ed. in English)2023

Deacylative Thiolation by Redox-Neutral Aromatization-Driven C-C Fragmentation of Ketones.

Xukai Zhou, Daniel Pyle, Zining Zhang, Guangbin Dong

Open access · bronzeAbstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2023. 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
5.7field-weighted citation impact, top 3% 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

7 citing papers in PubMed, 38 citations in OpenAlex.

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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 1 institution in 1 country.

Xukai ZhouDepartment of Chemistry, The University of Chicago, 5735 S Ellis Ave, Chicago, IL, 60637, USA.
Daniel PyleDepartment of Chemistry, The University of Chicago, 5735 S Ellis Ave, Chicago, IL, 60637, USA.
Zining ZhangDepartment of Chemistry, The University of Chicago, 5735 S Ellis Ave, Chicago, IL, 60637, USA.
Guangbin DongDepartment of Chemistry, The University of Chicago, 5735 S Ellis Ave, Chicago, IL, 60637, USA.ORCID http://orcid.org/0000-0003-1331-6015
University of Chicago · US

Funding

Catalytic C-C Activation of Ketones - Renewal 01R01GM109054 · NIGMS · UNIVERSITY OF TEXAS AT AUSTIN · PI DONG, GUANGBIN · 2013 to 2025
$3.9M
NIGMS NIH HHS 2R01GM109054NIGMS NIH HHS R01 GM109054
6 · The paper itself

Abstract

Herein we report the development of deacylative thiolation of diverse methyl ketones. The reaction is redox-neutral, and heavy-metal-free, which provides a new way to introduce thioether groups site-specifically to unactivated aliphatic positions. It also features excellent functional group tolerance and broad substrate scope, thus allowing late-stage derivatization. The process benefits from efficient condensation between the activation reagent and ketone substrates, which triggers aromatization-driven C-C fragmentation and rapid radical coupling with thiosulfonates. Experimental and computational mechanistic studies suggest the involvement of a radical chain pathway.

Indexed as

AromatizationC−C Bond CleavageDeacylationThioethersTrifluoromethylthiolation

Identifiers

PMID36800315
PMCPMC10240504
OpenAlexW4321166900

What OpenQuestion holds

Textmetadata
LicenceTDM
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.