Evidence map›Paper›PMID 30566338›Full record

ArticleJournal of the American Chemical Society2019

Palladium-Catalyzed Dearomative syn-1,4-Diamination.

William C Wertjes, Mikiko Okumura, David Sarlah

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 28 papers.

0numbers the graph read from it
0cells of the map it votes in
28citing 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

28 citing papers in PubMed.

  1. Article
  2. Chemical science · 2026
    Article
  3. Article
  4. Article
  5. Article
  6. Article
  7. Copper-Catalyzed Dearomative 1,2-Hydroamination.Angewandte Chemie (International ed. in English) · 2024
    Article
  8. Copper-Catalyzed DearomativeACS catalysis · 2024
    Article
  9. Article
  10. Article
  11. Review
  12. Review
  13. Article
  14. Article
  15. Pd-catalyzed allylative dearomatisation using Grignard reagents.Chemical communications (Cambridge, England) · 2021
    Article
  16. Review
  17. Article
  18. Lewis Acid Promoted Dearomatization of Naphthols.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020
    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

3 authors.

William C WertjesRoger Adams Laboratory, Department of Chemistry , University of Illinois , Urbana , Illinois 61801 , United States.
Mikiko OkumuraRoger Adams Laboratory, Department of Chemistry , University of Illinois , Urbana , Illinois 61801 , United States.
David SarlahRoger Adams Laboratory, Department of Chemistry , University of Illinois , Urbana , Illinois 61801 , United States.ORCID 0000-0002-8736-8953

Funding

Dearomative Functionalization with ArenophilesR01GM122891 · NIGMS · UNIVERSITY OF ILLINOIS AT URBANA-CHAMPAIGN · PI SARLAH, DAVID · 2017 to 2025
$3.1M
NIGMS NIH HHS R01 GM122891
6 · The paper itself

Abstract

Herein we report a dearomative syn-1,4-diamination protocol using simple nonactivated arenes and amines. This one-pot method utilizes arene-arenophile para-cycloadducts, formed via visible-light-mediated [4+2]-photocycloaddition that undergoes formal allylic substitution with amine nucleophiles under Pd-catalysis. The products are obtained with exclusive syn-1,4-selectivity; the method permits enantioselective desymmetrization of naphthalene, as well as elaborations of amine-containing drug molecules. Furthermore, the resulting unsaturated products are amenable to numerous options for diversification. Overall, this novel dearomative functionalization strategy offers rapid and straightforward access to complex building blocks, which are difficult to prepare otherwise, from simple arenes.

Indexed as

AminationCatalysisHydrocarbons, AromaticPalladiumHydrocarbons, AromaticPalladium

Identifiers

PMID30566338
PMCPMC6488036

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.