Evidence map›Paper›PMID 37318514›Full record

ArticleOrganic letters2023

[3 + 2] Cycloadditions of Tertiary Amine

Sarah L Hejnosz, Danielle R Beres, Alexander H Cocolas, Martin J Neal, Benjamin S Musiak, Marianne M B Hanna, Aaron J Bloomfield, Thomas D Montgomery

Abstract read
In one paragraph

Article in Organic letters, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.

0numbers the graph read from it
0cells of the map it votes in
4citing 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

4 citing papers in PubMed.

  1. [3 + 2] Cycloadditions of Tertiary AmineACS organic & inorganic Au · 2026
    Article
  2. The Journal of organic chemistry · 2025
    Article
  3. Article
  4. 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.

Sarah L HejnoszDepartment of Chemistry and Biochemistry, Duquesne University, 600 Forbes Avenue, Pittsburgh, Pennsylvania 15282, United States.
Danielle R BeresDepartment of Chemistry and Biochemistry, Duquesne University, 600 Forbes Avenue, Pittsburgh, Pennsylvania 15282, United States.
Alexander H CocolasDepartment of Chemistry and Biochemistry, Duquesne University, 600 Forbes Avenue, Pittsburgh, Pennsylvania 15282, United States.
Martin J NealDepartment of Chemistry and Biochemistry, Duquesne University, 600 Forbes Avenue, Pittsburgh, Pennsylvania 15282, United States.
Benjamin S MusiakDepartment of Chemistry and Biochemistry, Duquesne University, 600 Forbes Avenue, Pittsburgh, Pennsylvania 15282, United States.
Marianne M B HannaDepartment of Chemistry and Biochemistry, Duquesne University, 600 Forbes Avenue, Pittsburgh, Pennsylvania 15282, United States.ORCID 0000-0002-0745-0050
Aaron J BloomfieldDepartment of Chemistry and Biochemistry, Duquesne University, 600 Forbes Avenue, Pittsburgh, Pennsylvania 15282, United States.ORCID 0000-0001-9805-2308
Thomas D MontgomeryDepartment of Chemistry and Biochemistry, Duquesne University, 600 Forbes Avenue, Pittsburgh, Pennsylvania 15282, United States.ORCID 0000-0002-6526-8564

Funding

Application of N-Oxides for the Synthesis of Nitrogen HeterocyclesR15GM148917 · NIGMS · DUQUESNE UNIVERSITY · PI MONTGOMERY, THOMAS · 2022 to 2022
$406k
NIGMS NIH HHS R15 GM148917
6 · The paper itself

Abstract

We have developed a one-pot synthetic method for producing 1,2-diamines from easily prepared and commercially available precursors through a formal umpolung process. Our method utilizes an efficient [3 + 2] cycloaddition as the key step in forming substituted 1,2-diamines in moderate to high yields. These resulting compounds can undergo subsequent transformations, demonstrating their utility as synthetic building blocks for more complex scaffolds. Finally, we propose a reasonable mechanism for this transformation using density functional theory modeling, justifying the experimental observations.

Indexed as

DiaminesOxidesAminesCycloaddition ReactionIminesAminesDiaminesIminesOxides

Identifiers

PMID37318514
PMCPMC10325142

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.