The efficient synthesis of 3‐[6‐(substituted)‐[1,2,4]triazolo[3,4‐<scp><i>b</i></scp>][1,3,4]thiadiazol‐3‐yl]‐1H‐indazole

Raut, Santosh; Hadi, A Hamid Bin A; Arif, Pathan Mohd

doi:10.1002/jhet.3866

Cited by 4 publications

(4 citation statements)

References 31 publications

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“…The compounds of other heterocycles similar to indole are indazole, it showing various bioactivities similar to indole [38,39] . The compounds of tetrakis linked with phosphorus and heterocycles are also showing various bioactivities [40] …”

Section: Introductionmentioning

confidence: 99%

“…[38,39] The compounds of tetrakis linked with phosphorus and heterocycles are also showing various bioactivities. [40] In the view of above mentioned synthetic and biological importance of indole and oxadiazole compounds, we have decided to synthesis a single compound having both the nucleus. In present study we have reported the synthesis of ten derivatives of 3-(5-substituted Phenyl- [1,3,4]oxadiazol-2-yl)-1H-indole 9a -j using POCl 3 .…”

Section: Introductionmentioning

confidence: 99%

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Design, Synthesis of 3‐(5‐Substituted Phenyl‐[1,3,4]oxadiazol‐2‐yl)‐1H‐indole and Its Microbial Activity

Suryawanshi¹,

Suryawanshi²,

Mhaske³

et al. 2023

Chemistry & Biodiversity

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Fischer indole synthesis of indole by using phenyl-hydrazine and acetaldehyde resulted 1H-Indole while phenyl-hydrazine reacted with malonaldehyde gives 1H-Indole-3-carbaldehyde. Also Vilsmeier-Haack formylation of 1H-Indole gives 1H-Indole-3-carbaldehyde. 1H-Indole-3-carbaldehyde were oxidized to form 1H-Indole-3carboxylic acid. 1H-Indole reacted with excess of BuLi at À 78 °C using dry ice also gives 1H-Indole-3-carboxylic acid. Obtained 1H-Indole-3-carboxylic acid was converted to ester and ester in to acid hydrazide. Finally 1H-Indole-3-carboxylic acid hydrazide reacted with substituted carboxylic acid gives microbial active indole substituted oxadiazoles. Synthesized compounds 9a -j showing promising in vitro anti microbial activities against S. aureus bacteria compared with Streptomycin. Compound 9a, 9f and 9g showing activities against E. coli compared with standards. Compound 9a and 9f are found potent active against B. subtilis compared with reference standard while compound 9a, 9c and 9j active against S. typhi.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Design, Synthesis of 3‐(5‐Substituted Phenyl‐[1,3,4]oxadiazol‐2‐yl)‐1H‐indole and Its Microbial Activity

Suryawanshi¹,

Suryawanshi²,

Mhaske³

et al. 2023

Chemistry & Biodiversity

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“…Notably, the known synthetic procedures toward indazoles may suffer from multistep routes, severe conditions, and relatively low substrate diversity [ 32 , 33 , 34 ]. Therefore, considerable attempts have been devoted to constructing these biologically critical scaffolds more efficiently, although the exploration of novel atom-economical strategies to produce these unique scaffolds is still a challenging topic.…”

Section: Introductionmentioning

confidence: 99%

Recent Strategies in Transition-Metal-Catalyzed Sequential C–H Activation/Annulation for One-Step Construction of Functionalized Indazole Derivatives

et al. 2022

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Designing new synthetic strategies for indazoles is a prominent topic in contemporary research. The transition-metal-catalyzed C–H activation/annulation sequence has arisen as a favorable tool to construct functionalized indazole derivatives with improved tolerance in medicinal applications, functional flexibility, and structural complexity. In the current review article, we aim to outline and summarize the most common synthetic protocols to use in the synthesis of target indazoles via a transition-metal-catalyzed C–H activation/annulation sequence for the one-step synthesis of functionalized indazole derivatives. We categorized the text according to the metal salts used in the reactions. Some metal salts were used as catalysts, and others may have been used as oxidants and/or for the activation of precatalysts. The roles of some metal salts in the corresponding reaction mechanisms have not been identified. It can be expected that the current synopsis will provide accessible practical guidance to colleagues interested in the subject.

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“…Various synthetic methodologies reported for the synthesis of heterocycles like thiazole and its derivatives such as metal catalysis and non metal catalysis [31,32]. Literature survey focus on green techniques for the synthesis of thiazoles such as solvent free synthesis [29,33], microwave irradiated synthesis [34], grindstone chemistry [35], ultra sound chemistry, in situ synthesis, or one pot multicomponent synthesis [36–39].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and microbial screening of 8‐(benzyloxy)‐5‐(2‐[1,3‐diphenyl‐1H‐pyrazol‐4‐yl]thiazol‐4‐yl)quinolin‐2(1H)‐one derivatives

Choudhare¹,

Wagare

Kadam³

et al. 2021

Journal of Heterocyclic Chem

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The present investigation describe the synthesis of 8‐(benzyloxy)‐5‐(2‐[1,3‐diphenyl‐1H‐pyrazol‐4‐yl]thiazol‐4‐yl)quinolin‐2(1H)‐one derivatives. Quinolin‐8‐ol was transformed by five step synthetic procedures into 8‐Benzyloxy‐5‐(2‐bromo‐acetyl)‐1H‐quinolin‐2‐one. Subsequently, 8‐Benzyloxy‐5‐(2‐bromo‐acetyl)‐1H‐quinolin‐2‐one condensed with 1,3‐Diphenyl‐1H‐pyrazole‐4‐carbothioic acid amide in the presence of acetonitrile to afford 8‐(benzyloxy)‐5‐(2‐[1,3‐diphenyl‐1H‐pyrazol‐4‐yl]thiazol‐4‐yl)quinolin‐2(1H)‐one derivatives. Synthesized compounds were screened for their antimicrobial activity against gram‐positive and gram‐negative bacteria. Most of the synthesized compounds are found to be active against tested bacterial strains and fungal strain.

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The efficient synthesis of 3‐[6‐(substituted)‐[1,2,4]triazolo[3,4‐b][1,3,4]thiadiazol‐3‐yl]‐1H‐indazole

Cited by 4 publications

References 31 publications

Design, Synthesis of 3‐(5‐Substituted Phenyl‐[1,3,4]oxadiazol‐2‐yl)‐1H‐indole and Its Microbial Activity

Design, Synthesis of 3‐(5‐Substituted Phenyl‐[1,3,4]oxadiazol‐2‐yl)‐1H‐indole and Its Microbial Activity

Recent Strategies in Transition-Metal-Catalyzed Sequential C–H Activation/Annulation for One-Step Construction of Functionalized Indazole Derivatives

Synthesis and microbial screening of 8‐(benzyloxy)‐5‐(2‐[1,3‐diphenyl‐1H‐pyrazol‐4‐yl]thiazol‐4‐yl)quinolin‐2(1H)‐one derivatives

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