Applicability of aluminum amalgam to the reduction of arylnitro groups.

Paige J Monsen, Frederick A Luzzio

Abstract read

In one paragraph

Article in Tetrahedron letters, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

0numbers the graph read from it

0cells of the map it votes in

1citing 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

1 citing paper in PubMed.

Chemoenzymatic route to stereodefined 2-(azidophenyl)oxazolines for click chemistry.Tetrahedron letters · 2021
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

2 authors.

Paige J MonsenDepartment of Chemistry, University of Louisville, 2320 South Brook Street, Louisville, Kentucky 40292, USA.

Frederick A LuzzioDepartment of Chemistry, University of Louisville, 2320 South Brook Street, Louisville, Kentucky 40292, USA.

Funding

Structure-based design and synthesis of peptidominetics targeting P. gingivalisR01DE023206 · NIDCR · UNIVERSITY OF LOUISVILLE · PI DEMUTH, DONALD R, LUZZIO, FREDERICK ANTHONY · 2013 to 2017

$1.9M

NIDCR NIH HHS R01 DE023206

6 · The paper itself

Abstract

An array of arylnitro compounds with various functionality were treated with freshly-prepared aluminum amalgam in THF/water solution and resulted in the corresponding arylamines. The Al(Hg)-mediated reductions are relatively rapid with consumption of the amalgam and disappearance of starting material occurring over 20-30 minutes. The workup of the reductions involves only removal of the insoluble by-products by filtration followed by concentration. Only in some cases is chromatography required to secure the pure product. The desired arylamines are furnished in quantities of 25-100 mg, which in some cases, could be taken on to the next reaction without further purification. Reductions of 4-nitrobenzyl derivatives of carbohydrates or nucleosides were selective in affording the corresponding 4-aminobenzyl products. To show applicability in click chemistry, selected aminobenzyl products are directly azidated to yield products that were then used in click reactions to afford the corresponding 1,2,3-triazoles.

Indexed as

Aluminum amalgamArylnitro groupsAzidesClick chemistryReduction

Identifiers

PMID33299259

DOI10.1016/j.tetlet.2020.152575

PMCPMC7720867

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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.