Efficient Catalytic Synthesis of Condensed Isoxazole Derivatives via Intramolecular Oxidative Cycloaddition of Aldoximes.

Irina A Mironova, Valentine G Nenajdenko, Pavel S Postnikov, Akio Saito, Mekhman S Yusubov, Akira Yoshimura

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Article in Molecules (Basel, Switzerland), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

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0cells of the map it votes in

0citing papers in PubMed

1.2field-weighted citation impact, top 24% 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

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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

0 citing papers in PubMed, 12 citations in OpenAlex.

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4 · The record

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5 · Who and what money

Authors and funding

6 authors at 4 institutions in 2 countries.

Irina A MironovaResearch School of Chemistry and Applied Biomedical Sciences, Tomsk Polytechnic University, 634050 Tomsk, Russia.ORCID 0000-0001-8335-088X

Valentine G NenajdenkoDepartment of Chemistry, M. V. Lomonosov Moscow State University, 119991 Moscow, Russia.ORCID 0000-0001-9162-5169

Pavel S PostnikovResearch School of Chemistry and Applied Biomedical Sciences, Tomsk Polytechnic University, 634050 Tomsk, Russia.ORCID 0000-0001-9713-1290

Akio SaitoDivision of Applied Chemistry, Institute of Engineering, Tokyo University of Agriculture and Technology, Tokyo 184-8588, Japan.ORCID 0000-0002-8291-2059

Mekhman S YusubovResearch School of Chemistry and Applied Biomedical Sciences, Tomsk Polytechnic University, 634050 Tomsk, Russia.ORCID 0000-0001-9233-1824

Akira YoshimuraFaculty of Pharmaceutical Sciences, Aomori University, 2-3-1 Kobata, Aomori 030-0943, Japan.ORCID 0000-0002-2577-397X

National Research Tomsk State University · RUAomori University · JPLomonosov Moscow State University · RUTokyo University of Agriculture and Technology · JP

Funding

JSPS Fund for the Promotion of Joint International Research 16KK0199JST CREST JRMJCR19R2Russian Science Foundation RSF-21-73-20031

6 · The paper itself

Abstract

The intramolecular oxidative cycloaddition reaction of alkyne- or alkene-tethered aldoximes was catalyzed efficiently by hypervalent iodine(III) species to afford the corresponding polycyclic isoxazole derivatives in up to a 94% yield. The structure of the prepared products was confirmed by various methods, including X-ray crystallography. Mechanistic study demonstrated the crucial role of hydroxy(aryl)iodonium tosylate as a precatalyst, which is generated from 2-iodobenzoic acid and

Indexed as

IsoxazolesOximesCatalysisCycloaddition ReactionOxidative StressIsoxazolesOximesaldoximescatalysishydroxy(aryl)iodoniumhypervalent iodineintramolecular cycloadditionnitrogen heterocycles

Identifiers

PMID35744982

DOI10.3390/molecules27123860

PMCPMC9229713

OpenAlexW4283010729

What OpenQuestion holds

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LicenceCC BY

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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.