An efficient method for the synthesis of quinoxaline derivatives catalyzed by titanium silicate-1

Chandrachood, Pranav; Jadhav, Amol R.; Garud, Dinesh R.; Deshpande, Nilesh; Puranik, Vedavati G.; Kashalkar, R. V.

doi:10.1007/s11164-020-04258-w

Cited by 12 publications

(3 citation statements)

References 77 publications

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“…Chandrachood et al, discussed the synthesis by condensation of o-phenylenediamines (4) and 1,2 dicarbonyl compounds (2) in methanol/ethanol and titanium silicate-1, which acts as a catalyst. [11] 2,3-diphenyl quinoxaline can be synthesized by the approach of green chemistry. o-Phenylenediamine and benzil were mixed with ethanol and then p-TSA was added to the mixture.…”

Section: Synthesis Of 23-diphenyl Quinoxaline From Benzil and Ophenyl...mentioning

confidence: 99%

A Review on Multipurpose Potential of Bioactive Heterocycle Quinoxaline

2023

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In last few decades, nitrogen‐containing heterocycles have maintained their status as an important core of FDA‐approved drugs and medicinally active compounds. Quinoxaline is one such class of nitrogen‐containing scaffold that has become a subject of extensive research as it possess a plethora of biological activities. Molecular hybridization is a versatile and rational approach to drug design that involves the combination of two bioactive molecules possessing distinct intrinsic activity into a single scaffold for enhancing their therapeutic potential. In view of this, the advancement and potential of quinoxaline hybrids bearing thiazole, triazole, oxadiazole, pyrrolizines, pyrazole, etc. have attracted the keen attention of researchers to explore their therapeutic ability against different biological targets. The present review includes the research in the recent years (2018–2023) and addresses the graceful advancements in the studies related to quinoxaline‐based small molecules including their synthetic routes, biological activities and structure‐activity relationships. We anticipate that this review article will provide comprehensive knowledge of pharmacological importance of quinoxaline analogues and will fulfill the need of scientific community in designing and developing efficacious novel molecules.

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Section: Synthesis Of 23-diphenyl Quinoxaline From Benzil and Ophenyl...mentioning

confidence: 99%

A Review on Multipurpose Potential of Bioactive Heterocycle Quinoxaline

2023

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“…Designing and developing ideal catalysts is a very important aspect of green chemistry, so a great interest was devoted to developing non-toxic, environmentally acceptable, low-cost, and recyclable catalysts to provide high productivity under mild reaction conditions. Relevant nanomaterials have a lot of promise to be employed as catalysts for organic transformations [20,21]. Therefore, a reasonably cheaper, highly recyclable, and efficient catalyst is required [22][23][24].…”

Section: Introductionmentioning

confidence: 99%

Highly efficient and recyclable novel spindles Fe2O3@SiO2/In2O3 nanomagnetic catalyst designed for green synthesis of azomethine compounds

et al. 2022

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A novel and reusable nanomagnetic catalyst, Fe2O3@SiO2/In2O3, was synthesized by a facile chemical approach in three successive steps. The nanocatalyst was characterized by FT-IR, XRD, SEM, EDX, TEM, and VSM. The XRD pattern displays the characteristic peaks of Fe2O3 and SiO2, accompanied by new peaks assigned to different planes of In2O3 that confirm the formation of In2O3 on the surface of Fe2O3@SiO2 core/shell spindles. The TEM micrographs show spindle-like particles of Fe2O3 covered with SiO2 shell, and the In2O3 nanoparticles in an average diameter of 20 nm are hung on the surface of the Fe2O3@SiO2. The nanomagnetic catalyst Fe2O3@SiO2/In2O3 was used for the transformation of the (4-nitrophenyl)-1-phenyl-1H-pyrazole-5-amine, and chalcones derivatives, into valuable azomethine compounds of 3-(substituted)-1-(pyridine-2-yl)allylidene)-3-(4-nitrophenyl)-1-phenyl-1H-pyrazole-5-amine with high rate and efficient catalyst recovery. The yield obtained through the catalytic route reached 90–95% in shorter reaction times compared with uncatalyzed reaction method. Graphical abstract

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“…A number of methods for the synthesis of these compounds through the condensation of aryl-1,2-diamines with 1,2-diketones under re ux conditions or in the presence of an acidic catalyst under various conditions have already been reported. A number of catalysts including molecular iodine [11], ceric (IV) ammonium nitrate [12], polyaniline sulfate salt [13], montmorillonite K-10 [14], gallium tri ate [15], zeolitenickel [16], g-C 3 N 4 /Cu 3 TiO 4 [17], poly(Ani-co-Py)@CNT-Fe 3 O 4 [18] and so on [19][20][21][22][23][24][25][26][27][28][29][30][31][32][33][34] have been reported for the preparation of these compounds. In addition, some catalytic methods have been reported for the synthesis of 5,6-dicyanopyrazines [35][36][37][38].…”

Section: Introductionmentioning

confidence: 99%

Ca(IO3)2 nanoparticles: fabrication and application as an eco-friendly and recyclable catalyst for the green synthesis of quinoxalines, pyridopyrazines, and 2,3-dicyano pyrazines

et al. 2022

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In this paper, calcium iodate nanoparticles were first synthesized by the modified reaction of Ca(NO 3 ) 2 and KIO 3 in an aqueous medium under ultrasonic irradiation. The structure of nanocatalyst was then characterized by FT-IR, FESEM, EDX, XRD, and BET techniques. Afterward, the fabricated Ca(IO 3 ) 2 was applied as a nanocatalyst in the facile synthesis of heterocycles including quinoxalines, 5,6-dicyano pyrazines, and pyrido[2,3-b]pyrazines. For this purpose, the feasibility of the reaction in the presence of different catalyst amounts, solvents, and temperatures was first investigated. Next, the target compounds were obtained by the condensation reaction of aryl-1,2-diamines or 2,3-diaminomaleonitrile with 1,2-diketones in the presence of a catalytic amount of Ca(IO 3 ) 2 in ethanol or acetic acid solvents at ambient temperature in good to excellent yields. One of the salient advantages of this work is the synthesis of calcium iodate nanoparticles by chemical precipitation method and its application as a heterogeneous nanocatalyst for the first time in the synthesis of organic compounds. The other important benefits of this process are the use of an inexpensive, safe, stable and recyclable catalyst, high product yields, short reaction times, and easy isolation of the product in pure form. Supplementary Information The online version contains supplementary material available at 10.1007/s11164-022-04914-3.

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An efficient method for the synthesis of quinoxaline derivatives catalyzed by titanium silicate-1

Cited by 12 publications

References 77 publications

A Review on Multipurpose Potential of Bioactive Heterocycle Quinoxaline

A Review on Multipurpose Potential of Bioactive Heterocycle Quinoxaline

Highly efficient and recyclable novel spindles Fe2O3@SiO2/In2O3 nanomagnetic catalyst designed for green synthesis of azomethine compounds

Ca(IO3)2 nanoparticles: fabrication and application as an eco-friendly and recyclable catalyst for the green synthesis of quinoxalines, pyridopyrazines, and 2,3-dicyano pyrazines

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