Zn(OTf)2-catalyzed arenehydrazination of protected propargylamines leading to 3-amidoindoles

Vedekhina, Tatiana; Lukin, Alexey; Rogacheva, Elizaveta; Kraeva, Lyudmila; Krasavin, Mikhail

doi:10.1016/j.tetlet.2019.151430

Cited by 3 publications

(1 citation statement)

References 12 publications

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“…The indole–nitrofuran hybrids 62 (MIC: 8.0–150 μg/ml) were active against most of the tested S. aureus , E. faecium , K. pneumoniae , P. aeruginosa , A. baumannii , and E. aerogenes . [ 129 ] The SAR revealed that the nitrofuran moiety was crucial for the activity, and replacement of this fragment by pyridine ring resulted in a great loss of activity. The introduction of the electron‐donating group at the C‐5 position of indole moiety or electron‐withdrawing group at C‐6 position could improve the activity.…”

Section: Indole/isatin–pyrrole/furan/thiophene Hybridsmentioning

confidence: 99%

Indole/isatin‐containing hybrids as potential antibacterial agents

Song

Bian

et al. 2020

Archiv der Pharmazie

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The emergence and worldwide spread of drug-resistant bacteria have already posed a serious threat to human life, creating the urgent need to develop potent and novel antibacterial drug candidates with high efficacy. Indole and isatin (indole-2,3-dione) present a wide structural and mechanistic diversity, so their derivatives possess various pharmacological properties and occupy a salient place in the development of new drugs. Indole/isatin-containing hybrids, which demonstrate a promising activity against a panel of clinically important Gram-positive and Gram-negative bacteria, are privileged scaffolds for the discovery of novel antibacterial candidates. This review, covering articles published between January 2015 and May 2020, focuses on the development and structure-activity relationship (SAR) of indole/isatincontaining hybrids with potential application for fighting bacterial infections, to facilitate further rational design of novel drug candidates.

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Section: Indole/isatin–pyrrole/furan/thiophene Hybridsmentioning

confidence: 99%

Indole/isatin‐containing hybrids as potential antibacterial agents

Song

Bian

et al. 2020

Archiv der Pharmazie

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A comprehensive review on potential therapeutic inhibitors of nosocomial Acinetobacter baumannii superbugs

Srikanth

Joshi

Shaik

et al. 2022

Bioorganic Chemistry

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

Aksenov,

Makieva,

Arestov

et al. 2024

IJMS

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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.

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Zn(OTf)2-catalyzed arenehydrazination of protected propargylamines leading to 3-amidoindoles

Cited by 3 publications

References 12 publications

Indole/isatin‐containing hybrids as potential antibacterial agents

Indole/isatin‐containing hybrids as potential antibacterial agents

A comprehensive review on potential therapeutic inhibitors of nosocomial Acinetobacter baumannii superbugs

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

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