Evidence map›Paper›PMID 36250954›Full record

ArticleAngewandte Chemie (International ed. in English)2022

Arylboration of Enecarbamates for the Synthesis of Borylated Saturated N-Heterocycles.

Grace L Trammel, Prashansa B Kannangara, Dmytro Vasko, Oleksandr Datsenko, Pavel Mykhailiuk, M Kevin Brown

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers.

0numbers the graph read from it
0cells of the map it votes in
17citing 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

17 citing papers in PubMed.

  1. Review
  2. Article
  3. DirectJournal of the American Chemical Society · 2025
    Article
  4. Article
  5. Article
  6. Article
  7. Article
  8. Article
  9. Article
  10. Ni-Catalyzed 1,1- and 1,3-Aminoboration of Unactivated Alkenes.Journal of the American Chemical Society · 2023
    Article
  11. Article
  12. Article
  13. Synthesis of (±)-Phyltetralin by Cu/Pd-Catalyzed Arylboration.Synlett : accounts and rapid communications in synthetic organic chemistry · 2023
    Article
  14. Article
  15. Peroxidase-induced C-N bond formationGreen chemistry : an international journal and green chemistry resource : GC · 2023
    Article
  16. Vicinal stereocentersChemical science · 2023
    Article
  17. 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.

Grace L TrammelDepartment of Chemistry, Indiana University, 800 E. Kirkwood Ave., Bloomington, IN, 47401, USA.
Prashansa B KannangaraDepartment of Chemistry, Indiana University, 800 E. Kirkwood Ave., Bloomington, IN, 47401, USA.
Dmytro VaskoEnamine Ltd., Chervonotkatska 60, 02094, Kyiv, Ukraine.
Oleksandr DatsenkoEnamine Ltd., Chervonotkatska 60, 02094, Kyiv, Ukraine.
Pavel MykhailiukEnamine Ltd., Chervonotkatska 60, 02094, Kyiv, Ukraine.ORCID 0000-0003-1821-9011
M Kevin BrownDepartment of Chemistry, Indiana University, 800 E. Kirkwood Ave., Bloomington, IN, 47401, USA.ORCID 0000-0002-4993-0917

Funding

Methods and Strategies for Chemical SynthesisR35GM131755 · NIGMS · TRUSTEES OF INDIANA UNIVERSITY · PI Michael Kevin Brown · 2019 to 2026
$4.0M
NIGMS NIH HHS R35 GM131755
6 · The paper itself

Abstract

Two catalytic systems have been developed for the arylboration of endocyclic enecarbamates to deliver synthetically versatile borylated saturated N-heterocycles in good regio- and diastereoselectivities. A Cu/Pd dual catalytic reaction enables the synthesis of borylated, α-arylated azetidines, while a Ni-catalysed arylboration reaction efficiently functionalizes 5-, 6-, and 7-membered enecarbamates. In the case of the Cu/Pd-system, a remarkable additive effect was identified that allowed for broader scope. The products are synthetically useful, as demonstrated by manipulations of the boronic ester to access biologically active compounds.

Indexed as

BoronEstersCatalysisBoronEstersAlkeneArylationBoronCross CouplingHeterocycles

Identifiers

PMID36250954
PMCPMC9643676

What OpenQuestion holds

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LicenceCC BY
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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.