Evidence map›Paper›PMID 36500574›Full record

ArticleMolecules (Basel, Switzerland)2022

Synthesis of 1,5-Substituted Pyrrolidin-2-ones from Donor-Acceptor Cyclopropanes and Anilines/Benzylamines.

Maksim A Boichenko, Andrey Yu Plodukhin, Vitaly V Shorokhov, Danyla S Lebedev, Anastasya V Filippova, Sergey S Zhokhov, Elena A Tarasenko, Victor B Rybakov, Igor V Trushkov, Olga A Ivanova

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

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.

0numbers the graph read from it
0cells of the map it votes in
0citing papers in PubMed
1.0field-weighted citation impact, top 27% 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

0 citing papers in PubMed, 11 citations in OpenAlex.

No citing paper in PubMed yet.

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

10 authors at 2 institutions in 1 country.

Maksim A BoichenkoDepartment of Chemistry, M. V. Lomonosov Moscow State University, Leninskie Gory 1-3, 119991 Moscow, Russia.ORCID 0000-0003-3938-6070
Andrey Yu PlodukhinDepartment of Chemistry, M. V. Lomonosov Moscow State University, Leninskie Gory 1-3, 119991 Moscow, Russia.ORCID 0000-0002-6830-1155
Vitaly V ShorokhovDepartment of Chemistry, M. V. Lomonosov Moscow State University, Leninskie Gory 1-3, 119991 Moscow, Russia.
Danyla S LebedevDepartment of Chemistry, M. V. Lomonosov Moscow State University, Leninskie Gory 1-3, 119991 Moscow, Russia.
Anastasya V FilippovaDepartment of Chemistry, M. V. Lomonosov Moscow State University, Leninskie Gory 1-3, 119991 Moscow, Russia.
Sergey S ZhokhovDepartment of Chemistry, M. V. Lomonosov Moscow State University, Leninskie Gory 1-3, 119991 Moscow, Russia.
Elena A TarasenkoDepartment of Chemistry, M. V. Lomonosov Moscow State University, Leninskie Gory 1-3, 119991 Moscow, Russia.ORCID 0000-0002-8998-9745
Victor B RybakovDepartment of Chemistry, M. V. Lomonosov Moscow State University, Leninskie Gory 1-3, 119991 Moscow, Russia.
Igor V TrushkovN. D. Zelinsky Institute of Organic Chemistry, Leninsky Pr. 47, 119334 Moscow, Russia.ORCID 0000-0002-1614-416X
Olga A IvanovaDepartment of Chemistry, M. V. Lomonosov Moscow State University, Leninskie Gory 1-3, 119991 Moscow, Russia.ORCID 0000-0002-1651-4001
Lomonosov Moscow State University · RUN.D. Zelinsky Institute of Organic Chemistry · RU

Funding

Russian Science Foundation 21-73-20095
6 · The paper itself

Abstract

We developed a straightforward synthetic route to pharmacologically important 1,5-substituted pyrrolidin-2-ones from donor-acceptor cyclopropanes bearing an ester group as one of the acceptor substituents. This method includes a Lewis acid-catalyzed opening of the donor-acceptor cyclopropane with primary amines (anilines, benzylamines, etc.) to γ-amino esters, followed by in situ lactamization and dealkoxycarbonylation. The reaction has a broad scope of applicability; a variety of substituted anilines, benzylamines, and other primary amines as well as a wide range of donor-acceptor cyclopropanes bearing (hetero)aromatic or alkenyl donor groups and various acceptor substituents can be involved in this transformation. In this process, donor-acceptor cyclopropanes react as 1,4-

Indexed as

Aniline CompoundsBenzylaminesAminesCyclopropanesLewis AcidsMolecular StructureAminesAniline CompoundsBenzylaminesCyclopropanesLewis Acidsbenz[g]indolizidinesdonor–acceptor cyclopropanesprimary aminespyrrolidin-2-ones

Identifiers

PMID36500574
PMCPMC9735934
OpenAlexW4311533622

What OpenQuestion holds

Textmetadata
LicenceCC BY
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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.