Evidence map›Paper›PMID 25565277›Full record

ArticleJournal of the American Chemical Society2015

Virtually instantaneous, room-temperature [(11)C]-cyanation using biaryl phosphine Pd(0) complexes.

Hong Geun Lee, Phillip J Milner, Michael S Placzek, Stephen L Buchwald, Jacob M Hooker

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 37 papers.

0numbers the graph read from it
0cells of the map it votes in
37citing 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

37 citing papers in PubMed.

  1. Article
  2. Article
  3. First-in-Human Study ofJournal of nuclear medicine : official publication, Society of Nuclear Medicine · 2025
    Article
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  5. Article
  6. Review
  7. Photo- and Cu-MediatedOrganic letters · 2024
    Article
  8. Synthesis of [Molecules (Basel, Switzerland) · 2024
    Article
  9. Article
  10. Review
  11. Article
  12. Chem · 2023
    Article
  13. Review
  14. Review
  15. Synthesis and Characterization of 5-(2-Fluoro-4-[Journal of medicinal chemistry · 2022
    Article
  16. Article
  17. Article
  18. Article
  19. Synthesis and evaluation of 6-(Bioorganic & medicinal chemistry letters · 2020
    Article
  20. 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

5 authors.

Hong Geun LeeMassachusetts Institute of Technology , 77 Massachusetts Avenue, Cambridge, Massachusetts 02139, United States.
Phillip J Milner
Michael S Placzek
Stephen L Buchwald
Jacob M Hooker

Funding

Project 4P41EB015896 · NIBIB · MASSACHUSETTS GENERAL HOSPITAL · PI ROSEN, BRUCE R · 2012 to 2018
$9.8M
CATALYTIC METHODS FOR ORGANIC SYNTHESISR37GM046059 · NIGMS · MASSACHUSETTS INSTITUTE OF TECHNOLOGY · PI BUCHWALD, STEPHEN L · 2000 to 2009
$8.1M
EARLY TRANSITION METAL CATALYSTS IN ORGANIC SYNTHESISR01GM046059 · NIGMS · MASSACHUSETTS INSTITUTE OF TECHNOLOGY · PI BUCHWALD, STEPHEN L · 1992 to 2016
$5.4M
Training In Drug Abuse and Brain ImagingT32DA015036 · NIDA · MC LEAN HOSPITAL (BELMONT, MA) · PI SCOTT E LUKAS · 2002 to 2026
$5.3M
CYCLOTRON &RADIOCHEMISTRY: SUBSTANCE ABUSE, COCAINE, OPIOIDS10RR017208 · NCRR · MASSACHUSETTS GENERAL HOSPITAL · PI ROSEN, BRUCE R · 2004 to 2004
$500k
500 MHz NMR Spectrometer for Molecular Imaging ApplicationsS10RR023385 · NCRR · MASSACHUSETTS GENERAL HOSPITAL · PI ROSEN, BRUCE R · 2007 to 2007
$500k
Carbon-11 Radiopharmaceutical Production SystemS10RR026666 · NCRR · MASSACHUSETTS GENERAL HOSPITAL · PI BROWNELL, ANNA-LIISA · 2010 to 2010
$462k
NCRR NIH HHS S10 RR017208NCRR NIH HHS S10RR017208NCRR NIH HHS S10 RR023385NCRR NIH HHS S10 RR026666NCRR NIH HHS S10RR026666NIBIB NIH HHS P41 EB015896NIBIB NIH HHS P41EB015896NIDA NIH HHS 2T32DA015036NIDA NIH HHS T32 DA015036NIGMS NIH HHS GM46059NIGMS NIH HHS R01 GM046059NIGMS NIH HHS R37 GM046059
6 · The paper itself

Abstract

A new radiosynthetic protocol for the preparation of [(11)C]aryl nitriles has been developed. This process is based on the direct reaction of in situ prepared L·Pd(Ar)X complexes (L = biaryl phosphine) with [(11)C]HCN. The strategy is operationally simple, exhibits a remarkably wide substrate scope with short reaction times, and demonstrates superior reactivity compared to previously reported systems. With this procedure, a variety of [(11)C]nitrile-containing pharmaceuticals were prepared with high radiochemical efficiency.

Indexed as

TemperatureCarbon RadioisotopesKineticsNitrilesOrganometallic CompoundsPalladiumPhosphinesCarbon RadioisotopesNitrilesOrganometallic CompoundsPalladiumphosphinePhosphines

Identifiers

PMID25565277
PMCPMC4394387

What OpenQuestion holds

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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.