Evidence map›Paper›PMID 37637494›Full record

ArticleChem2023

Iron-mediated modular decarboxylative cross-nucleophile coupling.

Grace A Lutovsky, Samuel N Gockel, Mark W Bundesmann, Scott W Bagley, Tehshik P Yoon

Abstract read
In one paragraph

Article in Chem, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 24 papers.

0numbers the graph read from it
0cells of the map it votes in
24citing 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

24 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Synthesis of CJACS Au · 2026
    Article
  5. Article
  6. Article
  7. Review
  8. Article
  9. Article
  10. Article
  11. Article
  12. Article
  13. Building Catalytic Reactions One Electron at a Time.Accounts of chemical research · 2024
    Article
  14. Article
  15. Article
  16. Article
  17. Article
  18. Article
  19. Article
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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.

Grace A LutovskyDepartment of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, WI 53706, USA.
Samuel N GockelDepartment of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, WI 53706, USA.
Mark W BundesmannMedicine Design, Pfizer Inc., Eastern Point Road, Groton, CT 06340, USA.
Scott W BagleyMedicine Design, Pfizer Inc., Eastern Point Road, Groton, CT 06340, USA.
Tehshik P YoonDepartment of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, WI 53706, USA.

Funding

SYNTHETIC PHOTOCHEMISTRYR35GM144129 · NIGMS · UNIVERSITY OF WISCONSIN-MADISON · PI TEHSHIK P YOON · 2022 to 2026
$3.1M
Laser-Enhanced NMR Instrumentation for Chemical and Biochemical ResearchS10OD012245 · OD · UNIVERSITY OF WISCONSIN-MADISON · PI CAVAGNERO, SILVIA · 2013 to 2013
$1.0M
Enabling Triplet-Energy Transfer via NHC CatalysisF32GM139373 · NIGMS · UNIVERSITY OF WISCONSIN-MADISON · PI GOCKEL, SAMUEL N · 2021 to 2022
$87k
NIGMS NIH HHS F32 GM139373NIGMS NIH HHS R35 GM144129NIH HHS S10 OD012245
6 · The paper itself

Abstract

Carboxylic acids are valuable building blocks for pharmaceutical discovery because of their chemical stability, commercial availability, and structural diversity. Decarboxylative coupling reactions enable versatile functionalization of these feedstock chemicals, but many of the most general methods require prefunctionalization of carboxylic acids with redox-active moieties. These internal oxidants can be costly, their installation impedes rapid library synthesis, and their use results in environmentally problematic organic byproducts. We report herein a method for the direct decarboxylative cross-coupling of native carboxylic acids with nucleophilic coupling partners mediated by inexpensive, terrestrially abundant, and nontoxic Fe(III) salts. This method involves an initial photochemical decarboxylation followed by radical-polar crossover, which enables the construction of diverse carbon-carbon, carbon-oxygen, and carbon-nitrogen bonds with remarkable generality.

Identifiers

PMID37637494
PMCPMC10449378

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.