Evidence map›Paper›PMID 39201437›Full record

ArticleInternational journal of molecular sciences2024

Metal-Free, PPA-Mediated Fisher Indole Synthesis via Tandem Hydroamination-Cyclization Reaction between Simple Alkynes and Arylhydrazines.

Alexander V Aksenov, Dinara C Makieva, Rodion A Arestov, Nikolai A Arutiunov, Dmitrii A Aksenov, Nicolai A Aksenov, Alexander V Leontiev, Inna V Aksenova

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Article in International journal of molecular sciences, 2024. 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.

  1. Review
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

8 authors.

Alexander V AksenovDepartment of Chemistry, North Caucasus Federal University, 1a Pushkin St., 355017 Stavropol, Russia.ORCID 0000-0002-6644-9949
Dinara C MakievaDepartment of Chemistry, North Caucasus Federal University, 1a Pushkin St., 355017 Stavropol, Russia.
Rodion A ArestovDepartment of Chemistry, North Caucasus Federal University, 1a Pushkin St., 355017 Stavropol, Russia.ORCID 0009-0007-5597-3941
Nikolai A ArutiunovDepartment of Chemistry, North Caucasus Federal University, 1a Pushkin St., 355017 Stavropol, Russia.ORCID 0000-0003-2675-9093
Dmitrii A AksenovDepartment of Chemistry, North Caucasus Federal University, 1a Pushkin St., 355017 Stavropol, Russia.ORCID 0000-0002-0727-9652
Nicolai A AksenovDepartment of Chemistry, North Caucasus Federal University, 1a Pushkin St., 355017 Stavropol, Russia.ORCID 0000-0002-7125-9066
Alexander V LeontievDepartment of Chemistry, North Caucasus Federal University, 1a Pushkin St., 355017 Stavropol, Russia.ORCID 0000-0003-4742-1999
Inna V AksenovaDepartment of Chemistry, North Caucasus Federal University, 1a Pushkin St., 355017 Stavropol, Russia.ORCID 0000-0002-8083-1407

Funding

Russian Science Foundation 24-23-00126
6 · The paper itself

Abstract

A new variant of Fisher indole synthesis involving Bronsted acid-catalyzed hydrohydrazination of unactivated terminal and internal acetylenes with arylhydrazines is reported. The use of polyphosphoric acid alone either as the reaction medium or in the presence of a co-solvent appears to provide the required balance for activating the C-C triple bond towards the nucleophilic attack of the hydrazine moiety without unrepairable reactivity loss of the latter due to competing amino group protonation. Additionally, the formal hydration of acetylenes to the corresponding ketones occurs under the same conditions, making it an alternative approach for generating carbonyl groups from alkynes.

Indexed as

AlkynesHydrazinesIndolesAminationCatalysisCyclizationMolecular StructurePhosphoric AcidsAlkynesHydrazinesindoleIndolesPhosphoric Acidsalkyne hydrolysisalkynes hydroaminationarylhydrazinescascade transformationscyclizationfisher indolesmetal-free

Identifiers

PMID39201437
PMCPMC11354626

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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.