Evidence map›Paper›PMID 36293495›Full record

ArticleInternational journal of molecular sciences2022

Selective and Reversible 1,3-Dipolar Cycloaddition of 2-(2-Oxoindoline-3-ylidene)acetates with Nitrones in the Synthesis of Functionalized Spiroisoxazolidines.

Dmitriy D Karcev, Mariia M Efremova, Alexander P Molchanov, Nikolai V Rostovskii, Mariya A Kryukova, Alexander S Bunev, Dmitry A Khochenkov

Abstract read
In one paragraph

Article in International journal of molecular sciences, 2022. 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
–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

3 citing papers in PubMed.

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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

7 authors.

Dmitriy D KarcevInstitute of Chemistry, Saint Petersburg State University, Universitetsky pr. 26, 198504 Saint Petersburg, Russia.ORCID 0000-0003-3500-4610
Mariia M EfremovaInstitute of Chemistry, Saint Petersburg State University, Universitetsky pr. 26, 198504 Saint Petersburg, Russia.
Alexander P MolchanovInstitute of Chemistry, Saint Petersburg State University, Universitetsky pr. 26, 198504 Saint Petersburg, Russia.
Nikolai V RostovskiiInstitute of Chemistry, Saint Petersburg State University, Universitetsky pr. 26, 198504 Saint Petersburg, Russia.ORCID 0000-0002-8925-794X
Mariya A KryukovaInstitute of Chemistry, Saint Petersburg State University, Universitetsky pr. 26, 198504 Saint Petersburg, Russia.
Alexander S BunevMedicinal Chemistry Center, Togliatti State University, Belorusskaya st. 14, 445020 Togliatti, Russia.ORCID 0000-0001-6408-8329
Dmitry A KhochenkovMedicinal Chemistry Center, Togliatti State University, Belorusskaya st. 14, 445020 Togliatti, Russia.ORCID 0000-0002-5694-3492

Funding

Russian Science Foundation 22-73-10184
6 · The paper itself

Abstract

The 1,3-dipolar cycloaddition of 2-(2-oxoindoline-3-ylidene)acetates with functionalized aldo- and ketonitrones proceeds with good selectivity to provide new highly functionalized 5-spiroisoxazolidines. A characteristic feature of these reactions is reversibility that allows for the control of the diastereoselectivity of cycloaddition. The reduction of obtained adducts using zinc powder in acetic acid leads to 1,3-aminoalcohols or spirolactones. For a number of the spiro compounds obtained, anticancer activity was found.

Indexed as

Spiro CompoundsAcetatesCycloaddition ReactionNitrogen OxidesPowdersZincAcetatesNitrogen OxidesnitronesPowdersSpiro CompoundsZinc1,3-dipolar cycloadditiondiastereoselectivitynitronesregioselectivityspiroisoxazolidines

Identifiers

PMID36293495
PMCPMC9603865

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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.