Evidence map›Paper›PMID 31638738›Full record

ArticleAngewandte Chemie (International ed. in English)2019

Vinyl Cation Stabilization by Silicon Enables a Formal Metal-Free α-Arylation of Alkyl Ketones.

Amandine Pons, Jean Michalland, Wojciech Zawodny, Yong Chen, Veronica Tona, Nuno Maulide

Open access · hybridAbstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2019. 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
2.3field-weighted citation impact, top 12% 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, 36 citations in OpenAlex.

  1. From perfluoroalkyl aryl sulfoxides toBeilstein journal of organic chemistry · 2024
    Article
  2. Divergent Functionalization of Alkynes Enabled by Organic Photoredox Catalysis.Synlett : accounts and rapid communications in synthetic organic chemistry · 2023
    Article
  3. Direct Synthesis of α-Amino Acid Derivatives by Hydrative Amination of Alkynes.Angewandte Chemie (International ed. in English) · 2023
    Article
  4. Synthese von α-Aminosäurederivaten durch hydrative Aminierung von Alkinen.Angewandte Chemie (Weinheim an der Bergstrasse, Germany) · 2023
    Article
  5. α-Functionalisation of Ketones Through Metal-Free Electrophilic Activation.Angewandte Chemie (International ed. in English) · 2020
    Article
  6. Article
  7. 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 at 1 institution in 1 country.

Amandine PonsInstitute of Organic Chemistry, University of Vienna, Währinger Strasse 38, 1090, Vienna, Austria.
Jean MichallandInstitute of Organic Chemistry, University of Vienna, Währinger Strasse 38, 1090, Vienna, Austria.
Wojciech ZawodnyInstitute of Organic Chemistry, University of Vienna, Währinger Strasse 38, 1090, Vienna, Austria.
Yong ChenInstitute of Organic Chemistry, University of Vienna, Währinger Strasse 38, 1090, Vienna, Austria.
Veronica TonaInstitute of Organic Chemistry, University of Vienna, Währinger Strasse 38, 1090, Vienna, Austria.
Nuno MaulideInstitute of Organic Chemistry, University of Vienna, Währinger Strasse 38, 1090, Vienna, Austria.ORCID http://orcid.org/0000-0003-3643-0718
University of Vienna · AT

Funding

Austrian Science Fund M2407Austrian Science Fund P30226H2020 European Research Council 682002 VINCAT
6 · The paper itself

Abstract

The ability of silicon to stabilize vinyl cationic species leads to a redox arylation of alkynes whereby the stringent limitations of reactivity and regioselectivity of alkyl-substituted alkynes are lifted. This allows the synthesis of a range of α-silyl-α'-arylketones under mild conditions in good to excellent yields and with high functional group tolerance, whereby the silicon moiety in the final products can either be removed for a formal acetone monoarylation transform, or capitalized upon for subsequent electrophilic substitutions at either side of the carbonyl group.

Indexed as

sigmatropic rearrangementsilicon β-effectvinyl cationsα-arylation

Identifiers

PMID31638738
PMCPMC6899746
OpenAlexW2981379219

What OpenQuestion holds

Textmetadata
LicenceCC BY
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.