Evidence map›Paper›PMID 27500313›Full record

ArticleJournal of the American Chemical Society2016

Nucleophilic (Radio)Fluorination of α-Diazocarbonyl Compounds Enabled by Copper-Catalyzed H-F Insertion.

Erin E Gray, Matthew K Nielsen, Kimberly A Choquette, Julia A Kalow, Thomas J A Graham, Abigail G Doyle

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2016. 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. Zinc-Mediated Radiosynthesis of Unprotected Fluorine-18 Labelled α-Tertiary Amides.Angewandte Chemie (International ed. in English) · 2024
    Article
  5. Review
  6. Article
  7. Review
  8. Review
  9. Closing the gap betweenEJNMMI radiopharmacy and chemistry · 2021
    Review
  10. Article
  11. Article
  12. Article
  13. Article
  14. Article
  15. Synthesis of [Synthesis · 2019
    Article
  16. (Radio)fluoroclick Reaction Enabled by a Hydrogen-Bonding Cluster.Angewandte Chemie (International ed. in English) · 2018
    Article
  17. Enantiospecific Solvolytic Functionalization of Bromochlorides.Journal of the American Chemical Society · 2017
    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

6 authors.

Erin E GrayDepartment of Chemistry, Princeton University , Princeton, New Jersey 08544, United States.
Matthew K NielsenDepartment of Chemistry, Princeton University , Princeton, New Jersey 08544, United States.
Kimberly A ChoquetteDepartment of Chemistry, Princeton University , Princeton, New Jersey 08544, United States.
Julia A KalowDepartment of Chemistry, Princeton University , Princeton, New Jersey 08544, United States.
Thomas J A GrahamTranslational Biomarkers, Merck Research Laboratories , West Point, Pennsylvania 19486, United States.
Abigail G DoyleDepartment of Chemistry, Princeton University , Princeton, New Jersey 08544, United States.

Funding

Methods for asymmetric catalytic fluorination of diazo compoundsF32GM108291 · NIGMS · PRINCETON UNIVERSITY · PI CHOQUETTE, KIMBERLY · 2014 to 2015
$71k
NIGMS NIH HHS F32 GM108291
6 · The paper itself

Abstract

The copper-catalyzed H-F insertion into α-diazocarbonyl compounds is described using potassium fluoride (KF) and hexafluoroisopropanol. Access to complex α-fluorocarbonyl derivatives is achieved under mild conditions, and the method is readily adapted to radiofluorination with [(18)F]KF. This late-stage strategy provides an attractive route to (18)F-labeled biomolecules.

Indexed as

HalogenationAzo CompoundsCatalysisCopperFluoridesFluorineHydrocarbons, FluorinatedHydrogenPotassium CompoundsPropanolsAzo CompoundsCopperFluoridesFluorinehexafluoroisopropanolHydrocarbons, FluorinatedHydrogenPotassium Compoundspotassium fluoridePropanols

Identifiers

PMID27500313
PMCPMC9011916

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.