Evidence map›Paper›PMID 26225803›Full record

ArticleThe Journal of organic chemistry2015

Copper-Catalyzed Synthesis of Trifluoroethylarenes from Benzylic Bromodifluoroacetates.

Brett R Ambler, Lingui Zhu, Ryan A Altman

Abstract read
In one paragraph

Article in The Journal of organic chemistry, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.

0numbers the graph read from it
0cells of the map it votes in
11citing 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

11 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Article
  5. Article
  6. Metallaphotoredox Perfluoroalkylation of Organobromides.Journal of the American Chemical Society · 2020
    Article
  7. Article
  8. Copper-Catalyzed Trifluoromethylation of Alkyl Bromides.Journal of the American Chemical Society · 2019
    Article
  9. Catalytic One-Step Deoxytrifluoromethylation of Alcohols.The Journal of organic chemistry · 2019
    Article
  10. Article
  11. Metal-catalyzed Decarboxylative Fluoroalkylation Reactions.Synlett : accounts and rapid communications in synthetic organic chemistry · 2016
    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.

Brett R AmblerDepartment of Medicinal Chemistry, The University of Kansas, Lawrence, Kansas 66045, United States.
Lingui ZhuDepartment of Medicinal Chemistry, The University of Kansas, Lawrence, Kansas 66045, United States.
Ryan A AltmanDepartment of Medicinal Chemistry, The University of Kansas, Lawrence, Kansas 66045, United States.

Funding

TRAINING GRANT IN DYNAMIC ASPECTS OF CHEMICAL BIOLOGYT32GM008545 · NIGMS · UNIVERSITY OF KANSAS LAWRENCE · PI LAMB, AUDREY L · 1994 to 2019
$4.9M
Avance II 500 High Performance Digital NMR Spectrometer SystemS10RR024664 · NCRR · UNIVERSITY OF KANSAS LAWRENCE · PI VANDERVELDE, DAVID G · 2007 to 2007
$468k
NCRR NIH HHS S10 RR024664NCRR NIH HHS S10RR024664NIGMS NIH HHS T32 GM008545NIGMS NIH HHS T32 GM08545
6 · The paper itself

Abstract

Trifluoroethylarenes are found in a variety of biologically active molecules, and strategies for accessing this substructure are important for developing therapeutic candidates and biological probes. Trifluoroethylarenes can be directly accessed via nucleophilic trifluoromethylation of benzylic electrophiles; however, current catalytic methods do not effectively transform electron-deficient substrates and heterocycles. To address this gap, we report a Cu-catalyzed decarboxylative trifluoromethylation of benzylic bromodifluoroacetates. To account for the tolerance of sensitive functional groups, we propose an inner-sphere mechanism of decarboxylation.

Indexed as

Benzyl CompoundsCatalysisCopperDecarboxylationFluoroacetatesHydrocarbons, FluorinatedMolecular StructureBenzyl CompoundsCopperFluoroacetatesHydrocarbons, Fluorinated

Identifiers

PMID26225803
PMCPMC4546558

What OpenQuestion holds

Textmetadata
LicenceTDM
Read underepoch 390

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.