Synthesis of new (trifluoromethyl)-1H-benzo[e][1,2,4]triazolo[1,2-a][1,2,4]triazine-1,3(2H)-diones and (trifluoromethyl)benzo[5,6][1,2,4]triazino [1,2-b]phthalazine-8,13-diones

Ramezani, Mohammad; Darehkordi, Ali

doi:10.1016/j.jfluchem.2016.12.004

Cited by 7 publications

(1 citation statement)

References 39 publications

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“…In the most important drugs which are commercially available, for example antidepressant fluoxetine (Prozac) [25], cholesterol-lowering drug atorvastatin (Lipitor) [26], and the antibacterial ciprofloxacin (Ciprobay), at least one fluorine atom is present [27]. The trifluoromethyl group is becoming more and more important in both of agrochemical and pharmaceutical applications because of the influence of fluorine atom on physical, chemical, and physiological properties, stability, and lipophilicity of the molecule [28][29][30][31]. In recent years, reactions of trifluoromethylation have been extensively investigated, in order to synthesis new organofluorine compounds [32][33][34].…”

Section: Introductionmentioning

confidence: 99%

Intramolecular oxidative cyclization of N-(2,2,2-trifluoro-1-(phenylimino)ethyl)benzimidamide

Kazemi

Darehkordi

2019

Mol Divers

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A fast and convenient method for synthesis of 1,3-diaryl-5-(trifluoromethyl)-1H-1,2,4-triazole compounds has been described via intramolecular oxidative cyclization of the N-(2,2,2-trifluoro-1-(arylimino)ethyl)benzimidamide intermediates by I 2 /KI in excellent yields without any purification. N-(2,2,2-Trifluoro-1-(arylimino)ethyl)benzimidamide intermediates which are used in this project have been synthesized from the reaction of N-aryl-2,2,2-trifluoroacetimidoyl chlorides and benzamide hydrochloride derivatives at room temperature for the first time.

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Section: Introductionmentioning

confidence: 99%

Intramolecular oxidative cyclization of N-(2,2,2-trifluoro-1-(phenylimino)ethyl)benzimidamide

Kazemi

Darehkordi

2019

Mol Divers

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A simple synthesis of trifluoromethylated pyridinium azomethine ylides by three-component reaction between pyridines, phenacyl bromides, and N-aryltrifluoroacetimidoyl chlorides

Talebizadeh

Anary‐Abbasinejad

Darekordi

2019

Chem Heterocycl Comp

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Expedient approach to synthesis of 4-hydroxy-2-(trifluoromethyl) quinolines through an intramolecular cyclization of ethyl 2-cyano-4,4,4-trifluoro-3 (arylamino)but-2-enoate derivatives

2018

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Ethyl 2-cyano-4,4,4-trifluoro-3-(phenylamino)but-2-enoates have been synthesized by reaction of ethyl 2-cyanoacetate with trifluoroacetimidoyl chloride derivatives using sodium hydride in acetonitrile by conventional and microwave irradiation methods. Then, intramolecular cyclization of these products in nitrobenzene under reflux conditions afforded a new series of substituted (trifluoromethyl)quinoline-3-carbonitrile derivatives in quantitative yields.

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Synthesis of new (trifluoromethyl)-1H-benzo[e][1,2,4]triazolo[1,2-a][1,2,4]triazine-1,3(2H)-diones and (trifluoromethyl)benzo[5,6][1,2,4]triazino [1,2-b]phthalazine-8,13-diones

Cited by 7 publications

References 39 publications

Intramolecular oxidative cyclization of N-(2,2,2-trifluoro-1-(phenylimino)ethyl)benzimidamide

Intramolecular oxidative cyclization of N-(2,2,2-trifluoro-1-(phenylimino)ethyl)benzimidamide

A simple synthesis of trifluoromethylated pyridinium azomethine ylides by three-component reaction between pyridines, phenacyl bromides, and N-aryltrifluoroacetimidoyl chlorides

Expedient approach to synthesis of 4-hydroxy-2-(trifluoromethyl) quinolines through an intramolecular cyclization of ethyl 2-cyano-4,4,4-trifluoro-3 (arylamino)but-2-enoate derivatives

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