Evidence map›Paper›PMID 23734764›Full record

ArticleOrganic letters2013

Copper-catalyzed oxidative Heck reactions between alkyltrifluoroborates and vinyl arenes.

Timothy W Liwosz, Sherry R Chemler

Abstract read
In one paragraph

Article in Organic letters, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.

0numbers the graph read from it
0cells of the map it votes in
16citing 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

16 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Hybrid PdFrontiers in chemistry · 2024
    Article
  5. Article
  6. Article
  7. Article
  8. Article
  9. Article
  10. Article
  11. Copper-Catalyzed Amidation of Primary and Secondary Alkyl Boronic Esters.Chemistry (Weinheim an der Bergstrasse, Germany) · 2016
    Article
  12. Article
  13. Enantioselective copper-catalyzed carboetherification of unactivated alkenes.Angewandte Chemie (International ed. in English) · 2014
    Article
  14. Allylic functionalization of unactivated olefins with Grignard reagents.Angewandte Chemie (International ed. in English) · 2014
    Article
  15. Article
  16. Copper-Catalyzed Synthesis ofSynlett : accounts and rapid communications in synthetic organic chemistry
    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

2 authors.

Timothy W LiwoszDepartment of Chemistry, The State University of New York at Buffalo , Buffalo, New York 14260, United States.
Sherry R Chemler

Funding

New Methods for Nitrogen Heterocycle SynthesisR01GM078383 · NIGMS · STATE UNIVERSITY OF NEW YORK AT BUFFALO · PI CHEMLER, SHERRY R · 2006 to 2023
$5.6M
NIGMS NIH HHS R01 GM078383PHS HHS 078383
6 · The paper itself

Abstract

We report herein that potassium alkyltrifluoroborates can be utilized in oxidative Heck-type reactions with vinyl arenes. The reaction is catalyzed by a Cu(OTf)2/1,10-phenanthroline with MnO2 as the stoichiometric oxidant. In addition to the alkyl Heck, amination, esterification, and dimerization reactions of alkyltrifluoroborates are demonstrated under analogous reaction conditions. Evidence for an alkyl radical intermediate is presented.

Indexed as

AlkenesBoratesCatalysisCopperMolecular StructureOxidation-ReductionStereoisomerismAlkenesBoratesCopper

Identifiers

PMID23734764
PMCPMC3978782

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.