Evidence map›Paper›PMID 38198512›Full record

ArticleThe Journal of organic chemistry2024

Copper-Catalyzed Three-Component Carboiminolactonization of Electron-Deficient Olefins.

Hannah C Wendlandt, Grace L Trammel, Daniel G Kohler, Jacob A Utley, Aja M Nicely, Andrei G Popov, Kami L Hull

Abstract read
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In one paragraph

Article in The Journal of organic chemistry, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.

0numbers the graph read from it
0cells of the map it votes in
2citing 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

2 citing papers in PubMed.

  1. Article
  2. 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.

Hannah C WendlandtDepartment of Chemistry, University of Texas at Austin, 100 East 24th Street, Austin, Texas 78712, United States.
Grace L TrammelDepartment of Chemistry, University of Illinois at Urbana-Champaign, 600 South Mathews Avenue, Urbana, Illinois 61801, United States.
Daniel G KohlerDepartment of Chemistry, University of Illinois at Urbana-Champaign, 600 South Mathews Avenue, Urbana, Illinois 61801, United States.
Jacob A UtleyDepartment of Chemistry, University of Texas at Austin, 100 East 24th Street, Austin, Texas 78712, United States.ORCID 0009-0008-7815-9157
Aja M NicelyDepartment of Chemistry, University of Texas at Austin, 100 East 24th Street, Austin, Texas 78712, United States.
Andrei G PopovDepartment of Chemistry, University of Texas at Austin, 100 East 24th Street, Austin, Texas 78712, United States.
Kami L HullDepartment of Chemistry, University of Texas at Austin, 100 East 24th Street, Austin, Texas 78712, United States.ORCID 0000-0003-3102-2686

Funding

Transition Metal-Catalyzed Alkene FunctionalizationR35GM125029 · NIGMS · UNIVERSITY OF TEXAS AT AUSTIN · PI Kami Lee Hull · 2017 to 2026
$2.7M
NIGMS NIH HHS R35 GM125029
6 · The paper itself

Abstract

Herein we report the three-component copper-catalyzed carboiminolactonization of α,β-unsaturated carbonyl derivatives. In the presence of a Cu(I) catalyst, α-haloesters, electron-deficient alkenes, and primary amines couple to generate γ-iminolactones in a single step. The scope of the reaction is explored with respect to the three coupling partners. Nineteen examples are presented with yields of these hydrolytically labile heterocycles of up to 69%. Mechanistic investigations support the formation of an oxocarbenium by way of an atom transfer radical addition (ATRA) intermediate.

Identifiers

PMID38198512
PMCPMC10872306

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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.