Evidence map›Paper›PMID 30605319›Full record

ArticleJournal of the American Chemical Society2019

Direct Carbon Isotope Exchange through Decarboxylative Carboxylation.

Cian Kingston, Michael A Wallace, Alban J Allentoff, Justine N deGruyter, Jason S Chen, Sharon X Gong, Samuel Bonacorsi, Phil S Baran

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 28 papers.

0numbers the graph read from it
0cells of the map it votes in
28citing 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

28 citing papers in PubMed.

  1. Article
  2. Shape-Conserving Atom Replacements.Chemical reviews · 2026
    Review
  3. Article
  4. Photolysis of COJournal of the American Chemical Society · 2026
    Article
  5. An IntegratedACS catalysis · 2026
    Article
  6. Vanadium-Mediated Carbon Isotope Exchange of Terminal Alkenes.Journal of the American Chemical Society · 2025
    Article
  7. Article
  8. Article
  9. Article
  10. Article
  11. Article
  12. Article
  13. Article
  14. Article
  15. Article
  16. Article
  17. Article
  18. Review
  19. Convergent Synthesis of (Tetrahedron letters · 2021
    Article
  20. 1,2-Difunctionalized bicyclo[1.1.1]pentanes: Long-sought-after mimetics forProceedings of the National Academy of Sciences of the United States of America · 2021
    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

8 authors.

Cian KingstonDepartment of Chemistry , The Scripps Research Institute , 10550 North Torrey Pines Road , La Jolla , California 92037 , United States.ORCID 0000-0002-2907-4260
Michael A WallaceRadiochemistry , Bristol-Myers Squibb Company , P.O. Box 4000, Princeton , New Jersey 08543 , United States.
Alban J AllentoffRadiochemistry , Bristol-Myers Squibb Company , P.O. Box 4000, Princeton , New Jersey 08543 , United States.
Justine N deGruyterDepartment of Chemistry , The Scripps Research Institute , 10550 North Torrey Pines Road , La Jolla , California 92037 , United States.ORCID 0000-0003-0465-8988
Jason S ChenAutomated Synthesis Facility , The Scripps Research Institute , 10550 North Torrey Pines Road , La Jolla , California 92037 , United States.
Sharon X GongRadiochemistry , Bristol-Myers Squibb Company , P.O. Box 4000, Princeton , New Jersey 08543 , United States.
Samuel BonacorsiRadiochemistry , Bristol-Myers Squibb Company , P.O. Box 4000, Princeton , New Jersey 08543 , United States.
Phil S BaranDepartment of Chemistry , The Scripps Research Institute , 10550 North Torrey Pines Road , La Jolla , California 92037 , United States.ORCID 0000-0001-9193-9053

Funding

Scalable Synthesis and New Bond DisconnectionsR35GM118176 · NIGMS · SCRIPPS RESEARCH INSTITUTE, THE · PI BARAN, PHIL S · 2016 to 2025
$11.5M
NIGMS NIH HHS R35 GM118176
6 · The paper itself

Abstract

A two-step degradation-reconstruction approach to the carbon-14 radiolabeling of alkyl carboxylic acids is presented. Simple activation via redox-active ester formation was followed by nickel-mediated decarboxylative carboxylation to afford a range of complex compounds with ample isotopic incorporations for drug metabolism and pharmacokinetic studies. The practicality and operational simplicity of the protocol were demonstrated by its use in an industrial carbon-14 radiolabeling setting.

Indexed as

Carbon IsotopesCarbon RadioisotopesCarboxylic AcidsCatalysisDecarboxylationIsotope LabelingNickelRadiopharmaceuticalsCarbon-13Carbon-14Carbon IsotopesCarbon RadioisotopesCarboxylic AcidsNickelRadiopharmaceuticals

Identifiers

PMID30605319
PMCPMC7000106

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.