Evidence map›Paper›PMID 31289413›Full record

ArticleTetrahedron2018

Application of vinylogous carbamates and vinylogous aminonitriles to the regiospecific synthesis of uniquely functionalized pyrroles and quinolones.

John T Gupton, Evan Crawford, Matt Mahoney, Evan Clark, Will Curry, Annie Lane, Alex Shimozono, Veronica Moore-Stoll, Kristen Elofson, Wen Juekun and 5 more

Abstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Tetrahedron, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.

0numbers the graph read from it
0cells of the map it votes in
3citing papers in PubMed
0.7field-weighted citation impact, top 34% 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

3 citing papers in PubMed, 13 citations in OpenAlex.

  1. Article
  2. Article
  3. 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

15 authors at 1 institution in 1 country.

John T GuptonDepartment of Chemistry, University of Richmond, Richmond, VA 23173, USA.
Evan CrawfordDepartment of Chemistry, University of Richmond, Richmond, VA 23173, USA.
Matt MahoneyDepartment of Chemistry, University of Richmond, Richmond, VA 23173, USA.
Evan ClarkDepartment of Chemistry, University of Richmond, Richmond, VA 23173, USA.
Will CurryDepartment of Chemistry, University of Richmond, Richmond, VA 23173, USA.
Annie LaneDepartment of Chemistry, University of Richmond, Richmond, VA 23173, USA.
Alex ShimozonoDepartment of Chemistry, University of Richmond, Richmond, VA 23173, USA.
Veronica Moore-StollDepartment of Chemistry, University of Richmond, Richmond, VA 23173, USA.
Kristen ElofsonDepartment of Chemistry, University of Richmond, Richmond, VA 23173, USA.
Wen JuekunDepartment of Chemistry, University of Richmond, Richmond, VA 23173, USA.
Micah NewtonDepartment of Chemistry, University of Richmond, Richmond, VA 23173, USA.
Scott YeudallDepartment of Chemistry, University of Richmond, Richmond, VA 23173, USA.
Elizabeth JaekleDepartment of Chemistry, University of Richmond, Richmond, VA 23173, USA.
Rene KantersDepartment of Chemistry, University of Richmond, Richmond, VA 23173, USA.
James A SikorskiChemistry and Drug Discovery, Chesterfield, MO 63005, USA.
University of Richmond · US

Funding

The Synthesis and Biological Evaluation of Pyrrole Containing Marine Natural ProdR15CA067236 · NCI · UNIVERSITY OF RICHMOND · PI GUPTON, JOHN T. · 1996 to 2012
$882k
NCI NIH HHS R15 CA067236
6 · The paper itself

Abstract

Pyrroles and quinolones represent core structures, which are routinely found in both natural and synthetic bioactive substances. Consequently, the development of efficient and regiospecific methods for the preparation of such heterocycles with unique functionality is of some importance. We describe herein the regiospecific synthesis of 1,2,3,4-tetrasubstituted pyrroles containing polar substituents and such products are prepared from vinylogous carbamates and vinylogous aminonitriles. We also describe the regiospecific synthesis of 3-aryl containing 1,3,6trisubstituted quinolones from vinylogous carbamates. The use of an amine exchange reaction to prepare precursors for the pyrrole and quinolone forming cyclizations represents a key factor in the strategy.

Indexed as

PyrroleQuinoloneVinylogous AminonitrileVinylogous Carbamate

Identifiers

PMID31289413
PMCPMC6615762
OpenAlexW2900216295

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.