Evidence map›Paper›PMID 29808077›Full record

ArticleTetrahedron letters2017

Thio acid-mediated conversion of azides to amides - exploratory studies en route to oroidin alkaloids.

Apsara K Herath, Manoj R Bhandari, Delphine Gout, Muhammed Yousufuddin, Carl J Lovely

Open access · greenAbstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Tetrahedron letters, 2017. 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
0.5field-weighted citation impact, top 39% 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

2 citing papers in PubMed, 6 citations in OpenAlex.

  1. Article
  2. Crystal structures of 4-{(Acta crystallographica. Section E, Crystallographic communications · 2019
    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.

Apsara K HerathDepartment of Chemistry and Biochemistry, 700 Planetarium Place, University of Texas at Arlington, TX 76019, USA.
Manoj R BhandariDepartment of Chemistry and Biochemistry, 700 Planetarium Place, University of Texas at Arlington, TX 76019, USA.
Delphine GoutDepartment of Chemistry and Biochemistry, 700 Planetarium Place, University of Texas at Arlington, TX 76019, USA.
Muhammed YousufuddinLife and Health Sciences Department, 7400 University Hills Blvd, University of North Texas at Dallas, Dallas, TX 75241, USA.
Carl J LovelyDepartment of Chemistry and Biochemistry, 700 Planetarium Place, University of Texas at Arlington, TX 76019, USA.
The University of Texas at Arlington · USUniversity of North Texas at Dallas · US

Funding

Total Synthesis of Marine-Derived Alkaloids of the Nagelamide FamilyR15GM094755 · NIGMS · UNIVERSITY OF TEXAS ARLINGTON · PI LOVELY, CARL · 2011 to 2011
$242k
NIGMS NIH HHS R15 GM094755
6 · The paper itself

Abstract

The utility of the thio acid-azide coupling reaction to afford amides is explored in imidazole-containing substrates for application in the total synthesis of examples of oroidin alkaloids. Good yields of the expected amides are obtained in both monomeric and dimeric substrates. Bis azides react preferentially at the 2-azido position but hydrosulfenylation and reduction interfere. 2-Thiophenyl and 2-oxo groups were evaluated as 2-amino surrogates, the thioether delivered the expected amide, whereas 2-imidazolone gave a mixture of the expected amide and the hydrosulfenylation product.

Indexed as

Azide synthesisCross-couplingHydrosulfenylationNagelamidesNatural products

Identifiers

PMID29808077
PMCPMC5969537
OpenAlexW2747057354

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.