Evidence map›Paper›PMID 23496033›Full record

ArticleOrganic letters2013

Complementary regioselectivity in Rh(III)-catalyzed insertions of potassium vinyltrifluoroborate via C-H activation: preparation and use of 4-trifluoroboratotetrahydroisoquinolones.

Marc Presset, Daniel Oehlrich, Frederik Rombouts, Gary A Molander

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 17 papers.

0numbers the graph read from it
0cells of the map it votes in
17citing 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

17 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. RhChemistry (Weinheim an der Bergstrasse, Germany) · 2020
    Article
  5. From Pd(OAc)Accounts of chemical research · 2020
    Article
  6. Article
  7. Article
  8. Synthesis of Secondary Unsaturated Lactams via an Aza-Heck Reaction.Journal of the American Chemical Society · 2016
    Article
  9. Review
  10. A Simple and Versatile Amide Directing Group for C-H Functionalizations.Angewandte Chemie (International ed. in English) · 2016
    Review
  11. Article
  12. Article
  13. Rh(iii)-catalyzed C-H olefination ofChemical science · 2015
    Article
  14. Article
  15. Review
  16. Rhodium(III)-Catalyzed C-H Activation Mediated Synthesis of Isoquinolones from Amides and Cyclopropenes.Synlett : accounts and rapid communications in synthetic organic chemistry · 2013
    Article
  17. Ligand-AcceleratedOrganic syntheses; an annual publication of satisfactory methods for the preparation of organic chemicals
    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

4 authors.

Marc PressetRoy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, United States.
Daniel Oehlrich
Frederik Rombouts
Gary A Molander

Funding

Organotrifluoroborates in Selective Organic SynthesisR01GM035249 · NIGMS · UNIVERSITY OF PENNSYLVANIA · PI MOLANDER, GARY A · 1985 to 2013
$4.0M
Agilent 5973 GC/MS SystemS10RR016640 · NCRR · UNIVERSITY OF PENNSYLVANIA · PI MOLANDER, GARY A · 2002 to 2002
$105k
NCRR NIH HHS S10 RR016640NIGMS NIH HHS R01 GM035249
6 · The paper itself

Abstract

Potassium vinyltrifluoroborate was found to be an efficient partner with benzamide derivatives for Rh(III)-catalyzed annulations. 4-Trifluoroboratotetrahydroisoquinolones were generated under mild conditions, affording a regioisomerically complementary substitution pattern to other alkenes in related reactions. These new boron-containing building blocks were derivatized by N-arylations, retaining the boron substituent for further elaboration.

Indexed as

AlkenesBenzamidesCatalysisHydrocarbons, FluorinatedIsoquinolinesMolecular StructureOrganometallic CompoundsRhodiumStereoisomerismAlkenesBenzamidesHydrocarbons, FluorinatedIsoquinolinesOrganometallic Compoundspotassium vinyltrifluoroborateRhodium

Identifiers

PMID23496033
PMCPMC3663910

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.