Evidence map›Paper›PMID 29099184›Full record

ArticleJournal of the American Chemical Society2017

Chemoselective Intermolecular Cross-Enolate-Type Coupling of Amides.

Daniel Kaiser, Christopher J Teskey, Pauline Adler, Nuno Maulide

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 27 papers.

0numbers the graph read from it
0cells of the map it votes in
27citing 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

27 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Article
  5. Article
  6. Article
  7. Article
  8. Article
  9. Article
  10. Challenges and Breakthroughs in Selective Amide Activation.Angewandte Chemie (International ed. in English) · 2022
    Review
  11. Challenges and Breakthroughs in Selective Amide Activation.Angewandte Chemie (Weinheim an der Bergstrasse, Germany) · 2022
    Review
  12. Article
  13. Uniting Amide Synthesis and Activation by PJournal of the American Chemical Society · 2021
    Article
  14. Chemoselective γ-Oxidation of β,γ-Unsaturated Amides with TEMPO.Angewandte Chemie (International ed. in English) · 2021
    Article
  15. Chemoselektive γ-Oxidation von β,γ-ungesättigten Amiden mit TEMPO.Angewandte Chemie (Weinheim an der Bergstrasse, Germany) · 2021
    Article
  16. Article
  17. An α-Cyclopropanation of Carbonyl Derivatives by Oxidative Umpolung.Angewandte Chemie (International ed. in English) · 2020
    Article
  18. Article
  19. Article
  20. 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

4 authors.

Daniel KaiserInstitute of Organic Chemistry, University of Vienna , Währinger Strasse 1090, Vienna, Austria.
Christopher J TeskeyInstitute of Organic Chemistry, University of Vienna , Währinger Strasse 1090, Vienna, Austria.ORCID 0000-0003-0776-5674
Pauline AdlerInstitute of Organic Chemistry, University of Vienna , Währinger Strasse 1090, Vienna, Austria.
Nuno MaulideInstitute of Organic Chemistry, University of Vienna , Währinger Strasse 1090, Vienna, Austria.ORCID 0000-0003-3643-0718

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

A new approach for the synthesis of 1,4-dicarbonyl compounds is reported. Chemoselective activation of amide carbonyl functionality and subsequent umpolung via N-oxide addition generates an electrophilic enolonium species that can be coupled with a wide range of nucleophilic enolates. The method conveys broad functional group tolerance on both components, does not suffer from formation of homocoupling byproducts and avoids the use of transition metal catalysts.

Identifiers

PMID29099184
PMCPMC5691317

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.