Evidence map›Paper›PMID 32914929›Full record

ArticleAngewandte Chemie (International ed. in English)2020

α-Functionalisation of Ketones Through Metal-Free Electrophilic Activation.

Wojciech Zawodny, Christopher J Teskey, Magdalena Mishevska, Martin Völkl, Boris Maryasin, Leticia González, Nuno Maulide

Open access · hybridAbstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.

0numbers the graph read from it
0cells of the map it votes in
4citing papers in PubMed
3.3field-weighted citation impact, top 7% 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

4 citing papers in PubMed, 45 citations in OpenAlex.

  1. Free Amino Group Transfer via α-Amination of Native Carbonyls.Angewandte Chemie (International ed. in English) · 2023
    Article
  2. Transfer freier Aminogruppen via α-Aminierung von Carbonylen.Angewandte Chemie (Weinheim an der Bergstrasse, Germany) · 2023
    Article
  3. Article
  4. α-Functionalisation of Ketones Through Metal-Free Electrophilic Activation.Angewandte Chemie (International ed. in English) · 2020
    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

7 authors at 1 institution in 1 country.

Wojciech ZawodnyInstitute of Organic Chemistry, University of Vienna, Währinger Strasse 38, 1090, Vienna, Austria.
Christopher J TeskeyInstitute of Organic Chemistry, University of Vienna, Währinger Strasse 38, 1090, Vienna, Austria.
Magdalena MishevskaInstitute of Organic Chemistry, University of Vienna, Währinger Strasse 38, 1090, Vienna, Austria.
Martin VölklInstitute of Organic Chemistry, University of Vienna, Währinger Strasse 38, 1090, Vienna, Austria.
Boris MaryasinInstitute of Organic Chemistry, University of Vienna, Währinger Strasse 38, 1090, Vienna, Austria.
Leticia GonzálezInstitute of Theoretical Chemistry, University of Vienna, Währinger Strasse 17, 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 P30226Austrian Science Fund FWF P 30226H2020 European Research Council CoG 682002
6 · The paper itself

Abstract

Triflic anhydride mediated activation of acetophenones leads to highly electrophilic intermediates that can undergo a variety of transformations when treated with nucleophiles. This electrophilic ketone activation gives access to α-arylated and α-oxyaminated acetophenones under metal-free conditions in moderate to excellent yields and enables extension to the synthesis of arylated morpholines via generation of vinylsulfonium salts. Computational investigations confirmed the transient existence of intermediates derived from vinyl triflates and the role of the oxygen atoms at the para position of aromatic ring in facilitating their stabilisation.

Indexed as

sigmatropic rearrangementvinyl cationsvinyl triflateα-arylationα-oxyamination

Identifiers

PMID32914929
PMCPMC7693173
OpenAlexW3084717788

What OpenQuestion holds

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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.