Evidence map›Paper›PMID 31486651›Full record

ArticleOrganic letters2019

Synthesis of Spirobicyclic Pyrazoles by Intramolecular Dipolar Cycloadditions/[1s, 5s] Sigmatropic Rearrangements.

Christine A Dimirjian, Marta Castiñeira Reis, Edward I Balmond, Nolan C Turman, Elys P Rodriguez, Michael J Di Maso, James C Fettinger, Dean J Tantillo, Jared T Shaw

Abstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Organic letters, 2019. 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
0.9field-weighted citation impact, top 30% 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

4 citing papers in PubMed, 14 citations in OpenAlex.

  1. Molecules (Basel, Switzerland) · 2024
    Article
  2. Review
  3. Article
  4. C-H Insertion Reactions of Donor/Donor Carbenes: Inception, Investigation, and Insights.Synlett : accounts and rapid communications in synthetic organic chemistry · 2020
    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

9 authors at 1 institution in 1 country.

Christine A DimirjianDepartment of Chemistry , University of California, Davis , One Shields Avenue , Davis , California 95616 , United States.ORCID 0000-0002-8666-1576
Marta Castiñeira ReisDepartment of Chemistry , University of California, Davis , One Shields Avenue , Davis , California 95616 , United States.ORCID 0000-0003-4204-3474
Edward I BalmondDepartment of Chemistry , University of California, Davis , One Shields Avenue , Davis , California 95616 , United States.
Nolan C TurmanDepartment of Chemistry , University of California, Davis , One Shields Avenue , Davis , California 95616 , United States.
Elys P RodriguezDepartment of Chemistry , University of California, Davis , One Shields Avenue , Davis , California 95616 , United States.
Michael J Di MasoDepartment of Chemistry , University of California, Davis , One Shields Avenue , Davis , California 95616 , United States.
James C FettingerDepartment of Chemistry , University of California, Davis , One Shields Avenue , Davis , California 95616 , United States.ORCID 0000-0002-6428-4909
Dean J TantilloDepartment of Chemistry , University of California, Davis , One Shields Avenue , Davis , California 95616 , United States.ORCID 0000-0002-2992-8844
Jared T ShawDepartment of Chemistry , University of California, Davis , One Shields Avenue , Davis , California 95616 , United States.ORCID 0000-0001-5190-493X
University of California, Davis · US

Funding

Synthesis of Diverse Natural Products and Complex Heterocycles with Donor/Donor CarbenoidsR01GM124234 · NIGMS · UNIVERSITY OF CALIFORNIA AT DAVIS · PI SHAW, JARED THOMAS · 2018 to 2021
$1.3M
NIGMS NIH HHS R01 GM124234
6 · The paper itself

Abstract

The formation of fused pyrazoles via intramolecular 1,3-dipolar cycloadditions of diazo intermediates with pendant alkynes is described. A subsequent thermal [1s, 5s] sigmatropic shift of these pyrazole systems resulted in a ring contraction, forming spirocyclic pyrazoles. The limitations of this rearrangement were explored by changing the substituents on the nonmigrating aromatic ring and by using substrates lacking an aromatic linkage to the propargyl group.

Indexed as

Cycloaddition ReactionMolecular StructurePyrazolesQuantum TheorySpiro CompoundsStereoisomerismPyrazolesSpiro Compounds

Identifiers

PMID31486651
PMCPMC6955098
OpenAlexW2971529338

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.