Structure, synthesis and application of azines: a historical perspective

Safari, Javad; Gandomi‐Ravandi, Soheila

doi:10.1039/c4ra04870a

Cited by 110 publications

(68 citation statements)

References 144 publications

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“…[1,2] These acyclic 1,3-heterodienes were found to displayad iverse range of pharmacological andb iological activities. [1,2] These acyclic 1,3-heterodienes were found to displayad iverse range of pharmacological andb iological activities.…”

Section: Introductionmentioning

confidence: 99%

“…[1,2] These acyclic 1,3-heterodienes were found to displayad iverse range of pharmacological andb iological activities. [1] Recently,t hey have attracted interest as precursors for the synthesis of 1,4-dihydropyridines, [7] 1,3,4-oxadiazoles, [8] pyrazoles [9] and various heterocycles. [1] Recently,t hey have attracted interest as precursors for the synthesis of 1,4-dihydropyridines, [7] 1,3,4-oxadiazoles, [8] pyrazoles [9] and various heterocycles.…”

Section: Introductionmentioning

confidence: 99%

“…[3][4][5][6] Their basic synthesisi ncludes the reactiono ft wo molecules of identical carbonyl compounds( symmetrical azines) or two different carbonylc ompounds( unsymmetrical azines) with hydrazine. [10,11] Furthermore,a ldazines as conjugated dienes have been applied in [1,3]-cycload-ditionsw ith electron-deficient unsaturated molecules to afford 1,5-diazabicyclo [3.3.0]octanes via the socalled criss-cross reaction. [10,11] Furthermore,a ldazines as conjugated dienes have been applied in [1,3]-cycload-ditionsw ith electron-deficient unsaturated molecules to afford 1,5-diazabicyclo [3.3.0]octanes via the socalled criss-cross reaction.…”

Section: Introductionmentioning

confidence: 99%

“…Evaluation of supported Ag-catalystsa nd silver salts in the catalytic reduction of azine(1). Based on the consumption of 1,d etermined by 1 HNMR.…”

mentioning

confidence: 99%

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Selective Reduction of Azines to Benzyl Hydrazones with Sodium Borohydride Catalyzed by Mesoporous Silica‐Supported Silver Nanoparticles: A Catalytic Route towards Pyrazole Synthesis

et al. 2017

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Thec atalytic activity of supported silver nanoparticles on mesoporous silica was studied, for the selectiver eduction of azines into benzyl hydrazones using sodium borohydride as mild reducing agent. Different sizes of silver nanoparticles supported on mesoporous silica (Ag/HMS) were successfully prepared by two methods,i .e., wet impregnationf ollowed by reductionw ith hydrogena t3 50 8 8Ca nd in situ deposition/reduction with am ixture of amines (ethanolamine and ethylenediamine).T he Ag/HMS (amines) catalyst was found to promote the selective 1,2-reduction of aryl-substituted azines, comparedt o the corresponding 1,4-reductiont hat occurs in general reduction processes. This catalytic transfer hydrogenation process found to be clean, fast andq uantitative (> 99% yields and selectivity) towards benzyl hydrazone synthesis under mild conditions.O fg reat importance is that under the presentc atalytic condi-tions reducible functional groups remain intact. Formal kinetics, support the in situ formation of silver hydride species being responsible for the reductionp rocess.T he presence of protic polarm ethanol enhanced the catalytic activity of Ag/HMS. Basedo nt he recycling studies the catalytic system Ag/HMS-NaBH 4 wasf ound to catalyze the selective reductiono fa zines nine times without significant loss of its activity.F inally,ao ne-pot reactionb etween the in situ produced benzylh ydrazones and a series of nitrostyrenes readilyp rovided the regioselective synthesiso f1 ,3,5-subtituted pyrazoles,h ighlightingau seful synthetic application of the catalytic protocol.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

“…Evaluation of supported Ag-catalystsa nd silver salts in the catalytic reduction of azine(1). Based on the consumption of 1,d etermined by 1 HNMR.…”

mentioning

confidence: 99%

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Selective Reduction of Azines to Benzyl Hydrazones with Sodium Borohydride Catalyzed by Mesoporous Silica‐Supported Silver Nanoparticles: A Catalytic Route towards Pyrazole Synthesis

et al. 2017

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“…Diimines (azines) are most required compounds; they are undergoing interesting reactions and applications [5]. Azine compounds have been used in medicinal and materials relevant applications such as anti-bacterial drugs [6], anti-malarial drugs [7] anti-fungal drugs [8], drug development [9], tumor growth inhibitors [10], optoelectronics [11], NLO [12] materials , light-control devices [13], organic semiconductors [14], tunable molecular devices [15]. Azines form polymers, via Crisscross addition polymerization [16].…”

Section: Introductionmentioning

confidence: 99%

Efficient and Eco-Friendly Synthesis of Fluorenone Azines by Using Sulphated Titania Acid Catalyst

Arun

Sankaran

2015

ILCPA

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ABSTRACT. Conjugated unsymmetrical azines have been synthesized in the presence of acid catalyst sulphated-titania (TiO 2 -SO 4 2-) from fluorenone hydrazone with substituted aldehydes and acetophenones by using mortar and pestle. The scope of present synthetic route avoid in solvents, simple operating method and shorter reaction time. Special feature of synthetic method is recyclable catalyst for all in reactions.

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A Copper‐Benzotriazole‐Based Coordination Polymer Catalyzes the Efficient One‐Pot Synthesis of (N′‐Substituted)‐hydrazo‐4‐aryl‐1,4‐dihydropyridines from Azines

et al. 2016

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As eries of new (N'-substituted)-hydrazo-4-aryl-1,4-dihydropyridinesw as successfully synthesized via af acile one-pot catalytic pathwayu tilizing azines andp ropiolate esters as starting materialsa nd ao ne-dimensional copper benzotriazole-based coordination polymer as catalyst. In the absence of catalyst, the corresponding 5-substituted 4,5-dihydropyra-zoles were formed in moderate to high yields.F inetuning of the catalysts allowed us to gain more insights regarding the plausible reactionmechanism.Scheme2.Plausible mechanism for the synthesis of the (N'substituted)-hydrazo-4-aryl-1,4-dihydropyridines throught he hydrazine and propiolate Cu-catalyzed coupling.

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Structure, synthesis and application of azines: a historical perspective

Abstract: The present review surveys the broad chemical aspects of azines, since they have not previously been done in any detail.

Cited by 110 publications

References 144 publications

Selective Reduction of Azines to Benzyl Hydrazones with Sodium Borohydride Catalyzed by Mesoporous Silica‐Supported Silver Nanoparticles: A Catalytic Route towards Pyrazole Synthesis

Selective Reduction of Azines to Benzyl Hydrazones with Sodium Borohydride Catalyzed by Mesoporous Silica‐Supported Silver Nanoparticles: A Catalytic Route towards Pyrazole Synthesis

Efficient and Eco-Friendly Synthesis of Fluorenone Azines by Using Sulphated Titania Acid Catalyst

A Copper‐Benzotriazole‐Based Coordination Polymer Catalyzes the Efficient One‐Pot Synthesis of (N′‐Substituted)‐hydrazo‐4‐aryl‐1,4‐dihydropyridines from Azines

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