Evidence map›Paper›PMID 37205733›Full record

ArticleJournal of the American Chemical Society2023

Catalyst-Controlled Enantioselective and Regiodivergent Addition of Aryl Boron Nucleophiles to N-Alkyl Nicotinate Salts.

Kacey G Ortiz, Jordan J Dotson, Donovan J Robinson, Matthew S Sigman, Rashad R Karimov

Open access · greenAbstract read
In one paragraph

Article in Journal of the American Chemical Society, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.

0numbers the graph read from it
0cells of the map it votes in
10citing papers in PubMed
4.3field-weighted citation impact, top 5% of its field
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

10 citing papers in PubMed, 29 citations in OpenAlex.

  1. Article
  2. Article
  3. Asymmetric Rh-Catalyzed Synthesis of Dihydronicotinamides.The Journal of organic chemistry · 2025
    Article
  4. Article
  5. Review
  6. Article
  7. Article
  8. Article
  9. Oxidative Dearomatization of Pyridines.Journal of the American Chemical Society · 2024
    Article
  10. 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 at 2 institutions in 1 country.

Kacey G OrtizDepartment of Chemistry and Biochemistry, Auburn University, Auburn, Alabama 36849, United States.ORCID 0000-0003-1824-7485
Jordan J DotsonDepartment of Chemistry, University of Utah, Salt Lake City, Utah 84112, United States.
Donovan J RobinsonDepartment of Chemistry and Biochemistry, Auburn University, Auburn, Alabama 36849, United States.
Matthew S SigmanDepartment of Chemistry, University of Utah, Salt Lake City, Utah 84112, United States.
Rashad R KarimovDepartment of Chemistry and Biochemistry, Auburn University, Auburn, Alabama 36849, United States.ORCID 0000-0002-6408-7083
Auburn University · USUniversity of Utah · US

Funding

Synthesis of Partially Saturated Nitrogen Heterocycles Through Stereo- And Regioselective Dearomatization of HeteroarenesR35GM147244 · NIGMS · AUBURN UNIVERSITY AT AUBURN · PI Rashad Rishad Karimov · 2022 to 2026
$1.9M
NIGMS NIH HHS R35 GM147244
6 · The paper itself

Abstract

Dihydropyridines are versatile building blocks for the synthesis of pyridines, tetrahydropyridines, and piperidines. Addition of nucleophiles to activated pyridinium salts allows synthesis of 1,2-, 1,4-, or 1,6-dihydropyridines; however, this process often leads to a mixture of constitutional isomers. Catalyst-controlled regioselective addition of nucleophiles to pyridiniums has the potential to solve this problem. Herein, we report that the regioselective addition of boron-based nucleophiles to pyridinium salts can be accomplished by the choice of a Rh catalyst.

Identifiers

PMID37205733
PMCPMC10363019
OpenAlexW4377088227

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.