Evidence map›Paper›PMID 30344350›Full record

ArticleTetrahedron2018

Further studies on the application of vinylogous amides and β-halovinylaldehydes to the regiospecific synthesis of unsymmetrical, polyfunctionalized 2,3,4- and 1,2,3,4- substituted pyrroles.

John T Gupton, Alex Shimozono, Evan Crawford, Joe Ortolani, Evan Clark, Matt Mahoney, Campbell Heese, Jeffrey Noble, Carlos Perez Mandry, Rene Kanters and 4 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 2 papers.

0numbers the graph read from it
0cells of the map it votes in
2citing 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

2 citing papers in PubMed.

  1. 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

14 authors.

John T GuptonDepartment of Chemistry, University of Richmond, Richmond, VA 23173, USA.
Alex ShimozonoDepartment of Chemistry, University of Richmond, Richmond, VA 23173, USA.
Evan CrawfordDepartment of Chemistry, University of Richmond, Richmond, VA 23173, USA.
Joe OrtolaniDepartment of Chemistry, University of Richmond, Richmond, VA 23173, USA.
Evan ClarkDepartment of Chemistry, University of Richmond, Richmond, VA 23173, USA.
Matt MahoneyDepartment of Chemistry, University of Richmond, Richmond, VA 23173, USA.
Campbell HeeseDepartment of Chemistry, University of Richmond, Richmond, VA 23173, USA.
Jeffrey NobleDepartment of Chemistry, University of Richmond, Richmond, VA 23173, USA.
Carlos Perez MandryDepartment of Chemistry, University of Richmond, Richmond, VA 23173, USA.
Rene KantersDepartment of Chemistry, University of Richmond, Richmond, VA 23173, USA.
Raymond N DomineyDepartment of Chemistry, University of Richmond, Richmond, VA 23173, USA.
Emma W GoldmanDepartment of Chemistry, University of Richmond, Richmond, VA 23173, USA.
James A SikorskiChemistry and Drug Discovery, Chesterfield, MO 63005, USA.
Daniel C FisherSt. Christopher's School, Richmond, VA 23173, USA.

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

Highly functionalized pyrroles with appropriate regiochemical functionality represent an important class of marine natural products and potential drug candidates. We describe herein a detailed study of the reaction of α-aminoacid esters with vinylogous amides and also β-halovinylaldehydes for the regiospecific synthesis of 2,3,4-trisubstituted and 1,2,3,4-tetrasubstituted pyrroles. Since the vinylogous amides and β-halovinylaldehydes are readily available precursors, rapid access to a wide variety of unsymmetrically substituted pyrroles is accomplished via this methodology.

Indexed as

Marine Natural ProductsPyrroleVinylogous Amideβ-Halovinylaldehyde

Identifiers

PMID30344350
PMCPMC6193459

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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.