Evidence map›Paper›PMID 38779787›Full record

ArticleAngewandte Chemie (International ed. in English)2024

Copper-Catalyzed Dearomative 1,2-Hydroamination.

Christopher W Davis, Yu Zhang, Yanrong Li, Matteo Martinelli, Jingyang Zhang, Chad Ungarean, Petra Galer, Peng Liu, David Sarlah

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.

0numbers the graph read from it
0cells of the map it votes in
6citing 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

6 citing papers in PubMed.

  1. Article
  2. Article
  3. Enantioselective Total Syntheses of Sannamycins A and B.Journal of the American Chemical Society · 2025
    Article
  4. Article
  5. Article
  6. Formal Dearomative Hydroamination of 2-Arylphenols.The Journal of organic chemistry · 2025
    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

9 authors.

Christopher W DavisDepartment of Chemistry, University of Illinois, Urbana, IL 61801, USA.
Yu ZhangDepartment of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260, USA.
Yanrong LiDepartment of Chemistry, University of Illinois, Urbana, IL 61801, USA.
Matteo MartinelliDepartment of Chemistry, University of Pavia, Pavia, LOM 27100, IT.
Jingyang ZhangDepartment of Chemistry, University of Illinois, Urbana, IL 61801, USA.
Chad UngareanDepartment of Chemistry, University of Illinois, Urbana, IL 61801, USA.
Petra GalerDepartment of Chemistry, University of Illinois, Urbana, IL 61801, USA.
Peng LiuDepartment of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260, USA.
David SarlahDepartment of Chemistry, University of Illinois, Urbana, IL 61801, USA.ORCID https://orcid.org/0000-0002-8736-8953

Funding

Dearomative Functionalization with ArenophilesR01GM122891 · NIGMS · UNIVERSITY OF ILLINOIS AT URBANA-CHAMPAIGN · PI SARLAH, DAVID · 2017 to 2025
$3.1M
Computational Models for Reactivity and Selectivity in Transition Metal-Catalyzed Olefin FunctionalizationR35GM128779 · NIGMS · UNIVERSITY OF PITTSBURGH AT PITTSBURGH · PI Peng Liu · 2018 to 2026
$2.9M
NIGMS NIH HHS GM122891NIGMS NIH HHS GM128779NIGMS NIH HHS R01 GM122891NIGMS NIH HHS R35 GM128779
6 · The paper itself

Abstract

Catalytic olefin hydroamination reactions are some of the most atom-economical transformations that bridge readily available starting materials-olefins and high-value-added amines. Despite significant advances in this field over the last two decades, the formal hydroamination of nonactivated aromatic compounds remains an unsolved challenge. Herein, we report the extension of olefin hydroamination to aromatic π-systems by using arenophile-mediated dearomatization and Cu-catalysis to perform 1,2-hydroamination on nonactivated arenes. This strategy was applied to a variety of substituted arenes and heteroarenes to provide general access to structurally complex amines. We conducted DFT calculations to inform mechanistic understanding and rationalize unexpected selectivity trends. Furthermore, we developed a practical, scalable desymmetrization to deliver enantioenriched dearomatized products and enable downstream synthetic applications. We ultimately used this dearomative strategy to efficiently synthesize a collection of densely functionalized small molecules.

Indexed as

arenesarenophilescopperdearomatizationhydroamination

Identifiers

PMID38779787
PMCPMC11824712

What OpenQuestion holds

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Registered trials

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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.