A mild convenient ultrasound assisted synthesis of 2-aryl benzoxazoles catalyzed by KCN/MWCNT as an efficient heterogeneous nanocatalyst

Naeimi, Hossein; Rahmatinejad, Soraya; Nazifi, Zahra Sadat

doi:10.1016/j.jtice.2015.05.028

Cited by 11 publications

(10 citation statements)

References 52 publications

(55 reference statements)

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“…The XRD pattern of the NBATSPED-MWCNTs (Fig.3) represents a peak at 25.961 (002) corresponding to the interlayer spacing of the nanotube. The peaks at 43.05(100), 53.92(004)and 78.5(100) correspond to diffractions and reflections from the carbon atoms 47 As seen, the highly crystalline nature of theMWCNTs after functionalizing with NBATSPED is confirmed, while the high intensity of peak at 53.49 (004) shows that there has been a small amount of material in amorphous state. Theobserved XRD pattern indicates that the prepared NBATSPEDMWCNT is well-synthesized.…”

Section: Characterization Of Adsorbentmentioning

confidence: 62%

Modeling of Competitive Ultrasonic Assisted Removal of The Crystal Violet and Aura Mineo using Mwcnts Functionalized by N-(3-Nitrobenzylidene)-Nˊ-Trimethoxysilylpropyl-Ethane-1,2-Diamine:Equilibrium, Kinetics and Thermodynamic Study

Raoufi¹

2016

Orient. J. Chem

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In this study, adsorbent was synthesized by covalently anchoring N-(3-nitro-benzylidene)-N-trimethoxysilylpropyl-ethane-1, 2-diamine onto multi-walled carbon nanotubes (NBATSPEDMWCNTs). This novel material was characterized by different techniques such as XRD, SEM and FT-IR.Subsequently, it was used for the ultrasound-assisted removal of Aura mine O(AO) and Crystal violet (CV) from aqueous solutions was investigated. The dependency of removal percentages to variables such as pH, initial dyes concentration,adsorbent dosage, sonication time on the removal percentages of AO and CV were simultaneously investigated by central composite design (CCD) under response surface methodology (RSM). It was shown that the adsorption of AO and CV follows the pseudo-second-order rate equation, while the Langmuir model explains equilibrium data. Isotherms had also been used to obtain the thermodynamic parameters such as free energy (DG°), enthalpy (DH°) and entropy (DS°) of adsorption. The negative value of DG° indicates the feasibility and spontaneity of the adsorption process. The positive DH° suggests the endothermic nature of the adsorption. The positive values of DS 0 reflect the affinity of multi-walled carbon nanotubes functionalized towards CV and AO. A small amount of the adsorbent was able to remove more than 99.20% of both dyes rapidly with high adsorption capacity in binary-component system (69.36 mgg -1 and 120.65mg g -1 for AO and CV respectively).

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Section: Characterization Of Adsorbentmentioning

confidence: 62%

Modeling of Competitive Ultrasonic Assisted Removal of The Crystal Violet and Aura Mineo using Mwcnts Functionalized by N-(3-Nitrobenzylidene)-Nˊ-Trimethoxysilylpropyl-Ethane-1,2-Diamine:Equilibrium, Kinetics and Thermodynamic Study

Raoufi¹

2016

Orient. J. Chem

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“…We were also pleased to find that amines containing aliphatic heterocycle including (tetrahydrofuran-2-yl)methanamine, 2-(piperazin-1-yl)ethan-1-amine, and 3-morpholinopropan-1-amine can efficiently lead to the corresponding products (Table 2, entries [22][23][24]. This protocol could then be extended to the synthesis of benzoxazole containing morpholine moiety (Table 2, entry 23).…”

Section: Resultsmentioning

confidence: 99%

“…[17][18][19] In this regard, numerous synthetic protocols for 2-substituted benzoxazole derivatives have been described in the literature (Figure 2). [20][21][22][23][24][25][26][27][28][29][30][31][32] While the strategies as mentioned above enriched approaches to 2-substituted benzoxazole derivatives, their applicability is often compromised by the use of expensive metals, utilization of harsh reaction conditions, high catalyst loading, and use of volatile and toxic organic solvents.…”

Section: Introductionmentioning

confidence: 99%

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Consecutive Oxidation/Condensation/Cyclization/Aromatization Sequences Catalyzed by Nanostructured Iron(III)‐Porphyrin Complex towards Benzoxazole Derivatives

et al. 2020

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A facile, efficient, and eco‐friendly strategy to access benzoxazole heterocyclic products has been accomplished through oxidation of catechols followed by condensation/cyclization/aromatization sequences. This process is catalyzed by nanostructured iron(III)‐porphyrin complex to form desired benzoxazole derivatives at room temperature under air condition. The procedure is widely applicable to diverse amines, and can provide the heterocyclic products in a scalable fashion, as well. One of the most significant types of oxidizing agents in nature is the iron‐porphyrin complexes (0.1 mol‐%), existing in the structure of hemoglobin. They have benefits such as low toxicity and high oxidation potential for many substrates.

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“…Nikpassand et al 39 have described an environmentally benign US-assisted procedure for the synthesis of novel benzoxazole derivatives 32 using a number of different azo-linked salicylic acids and 2-amino-4-chlorophenols at room temperature (Scheme 26). US was an alternative energy source in this green process which gave benzoxazole derivatives 32 in short reaction times (10 min) at room temperature in 96% yield, as compared to 60% yield achieved without US at 80°C in ethanol under stirring for 17 h. Naeimi et al 40 have presented a simple and efficient method for the one-pot synthesis of 2-arylbenzoxazoles 33a,b which were directly synthesized from o-aminophenol and aromatic or heteroaromatic aldehydes (Scheme 27). The reaction was catalyzed with KCN supported by multi-walled carbon nanotubes (MWCNT) in DMF under US irradiation.…”

Section: Scheme 22mentioning

confidence: 99%

Mechanochemical and sonochemical heterocyclizations

Gaudino

Tagliapietra

Mantegna

et al. 2016

Chem Heterocycl Comp

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Heterocycle formation reactions require efficient catalysis and suitable physical activation. Sonochemistry and mechanochemistry can dramatically promote heterocyclizations in heterogeneous conditions using benign solvents and even in solventless conditions by means of ball mills. Besides facilitating quick cyclization, these technologies bring with them safer protocols, cost reduction, energy saving, process intensification, and waste minimization. The aim of this review is to describe a number of relevant synthetic advances in the last two years and to highlight the huge unexploited potential of both sonochemistry and mechanochemistry.

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A mild convenient ultrasound assisted synthesis of 2-aryl benzoxazoles catalyzed by KCN/MWCNT as an efficient heterogeneous nanocatalyst

Cited by 11 publications

References 52 publications

Modeling of Competitive Ultrasonic Assisted Removal of The Crystal Violet and Aura Mineo using Mwcnts Functionalized by N-(3-Nitrobenzylidene)-Nˊ-Trimethoxysilylpropyl-Ethane-1,2-Diamine:Equilibrium, Kinetics and Thermodynamic Study

Modeling of Competitive Ultrasonic Assisted Removal of The Crystal Violet and Aura Mineo using Mwcnts Functionalized by N-(3-Nitrobenzylidene)-Nˊ-Trimethoxysilylpropyl-Ethane-1,2-Diamine:Equilibrium, Kinetics and Thermodynamic Study

Consecutive Oxidation/Condensation/Cyclization/Aromatization Sequences Catalyzed by Nanostructured Iron(III)‐Porphyrin Complex towards Benzoxazole Derivatives

Mechanochemical and sonochemical heterocyclizations

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