Efficient synthesis of pyrazolopyranopyrimidines using DBU-based nanomagnetic catalyst

Honari, Mehran; Sanaeishoar, Haleh; Kiasat, Ali Reza; Mohammadi, Mohammad Kazem

doi:10.1007/s11164-021-04397-8

Cited by 11 publications

(7 citation statements)

References 35 publications

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“…The most important method of synthesis of Pyrazolopyranopyrimidines is the use of four-component reactions of aldehyde derivatives, barbituric acid, ethyl acetoacetate, and hydrazine hydrate under different conditions. Reports such as the use of amine-functionalized with polymer compounds ( Avudaiappan et al, 2020 ), ZnO nanoparticles ( Heravi and Daraie, 2016 ), DABCO ( Heravi et al, 2014 ), ionic liquid ( Patil et al, 2021 ), and magnetic nanoparticles ( Honari et al, 2021 ) for synthesis of pyrazolopyranopyrimidine derivatives has been carried out.…”

Section: Introductionmentioning

confidence: 99%

RETRACTED: Synthesis of Bioactive Yttrium-Metal–Organic Framework as Efficient Nanocatalyst in Synthesis of Novel Pyrazolopyranopyrimidine Derivatives and Evaluation of Anticancer Activity

Saleh

Achmad²,

Daminov³

et al. 2022

Front. Chem.

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Novel Yttrium-metal–organic framework (Y-MOF) was synthesized under optimal conditions of microwave with a power of 20 W, the temperature of 30 degrees of centigrade, and time duration of 10 min. The products were characterized by SEM (morphology and size distribution), TGA (thermal stability), BET technique (surface area), and FTIR (characterization of the related group). The Yttrium-metal–organic framework (Y-MOF) synthesized in this study, after identifying and confirming the structure, was used as an efficient and recyclable catalyst in the synthesis of new pyrazolopyranopyrimidine derivatives. Following the study of the properties and applications of Y-MOF, its anticancer properties on breast cancer cells based on the MTT method were evaluated, and significant results were observed. In addition, the anticancer properties of the pyrazolopyranopyrimidine derivatives were investigated.

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Section: Introductionmentioning

confidence: 99%

RETRACTED: Synthesis of Bioactive Yttrium-Metal–Organic Framework as Efficient Nanocatalyst in Synthesis of Novel Pyrazolopyranopyrimidine Derivatives and Evaluation of Anticancer Activity

Saleh

Achmad²,

Daminov³

et al. 2022

Front. Chem.

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“…Similarly, Honari and co-workers 70 devised Fe 3 O 4 @nSiO 2 @mSiO 2 immobilized with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and utilized it as a nanocatalyst (10 mg) to synthesize novel analogues of pyrazolo-pyrano[2,3- d ]pyrimidinedione 38 by utilizing the same substrate scope (1 mmol) as shown in Scheme 24 . As all the reactants were consumed, the reaction mixture was again refluxed for 2 min with continuous stirring.…”

Section: Synthesis Of 5-aryl-substituted Pyrano[23- D ...mentioning

confidence: 99%

Importance of Hybrid Catalysts toward the Synthesis of 5H-Pyrano[2,3-d]pyrimidine-2-ones/2,4-diones (Thiones)

2023

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The pyranopyrimidine core is a key precursor for medicinal and pharmaceutical industries due to its broader synthetic applications as well as its bioavailability. Among its four possible isomers, we found that 5H-pyrano[2,3-d]pyrimidine scaffolds have a wide range of applicability, and in recent years, they have been intensively investigated, but the development of the main core is found to be more challenging due to its structural existence. In this review article, we cover all of the synthetic pathways that are employed for the development of substituted 4-aryl-octahydropyrano/hexahydrofuro[2,3-d]pyrimidin-2-one (thiones) and 5-aryl-substituted pyrano[2,3-d]pyrimidindione (2-thiones) derivatives through a one-pot multicomponent reaction using diversified hybrid catalysts such as organocatalysts, metal catalysts, ionic liquid catalysts, nanocatalysts, green solvents, catalyst-/solvent-free conditions, and miscellaneous catalysts as well as the mechanism and recyclability of the catalysts. This review mainly focuses on the application of hybrid catalysts (from 1992 to 2022) for the synthesis of 5H-pyrano[2,3-d]pyrimidine scaffolds. This review will definitely attract the world’s leading researchers to utilize broader catalytic applications for the development of lead molecules.

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“…Most of this series of heterocycles were previously reported under various conditions, for example, meglumine and choline chloride/urea deep eutectic solvent. [102][103][104] Honari et al 105 have reported a green protocol for the synthesis of pyrazolo-pyranopyrimidine-diones 30 using fourcomponent reactions of hydrazine with aryl aldehydes, barbituric acid, and EAA under catalytic, heating, and solvent-free conditions. Accordingly, the methodology tended to use DBU immobilized on Fe 3 O 4 @nSiO 2 @mSiO 2 as a recyclable catalyst that delivered a short reaction time and excellent yields of the products (Scheme 19).…”

Section: Synthesis Of Tricyclic Systemsmentioning

confidence: 99%

“…An earlier approach by Li and coworkers, 104 reported the synthesis of the same products using meglumine as a biodegradable catalyst in water. Although the approach reported by Honari et al 105 provided improved product yields, the previous green protocol reported by Li et al 104 is preferred because of the ease of obtaining the catalyst since the Honari method required multi-step synthesis of the applied catalyst "Fe 3 O 4 @nSiO 2 @mSiO 2 @DBU".…”

Section: Synthesis Of Tricyclic Systemsmentioning

confidence: 99%

Recent advancements in the multicomponent synthesis of heterocycles integrated with a pyrano[2,3-d]pyrimidine core

2022

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Efficient synthesis of pyrazolopyranopyrimidines using DBU-based nanomagnetic catalyst

Cited by 11 publications

References 35 publications

RETRACTED: Synthesis of Bioactive Yttrium-Metal–Organic Framework as Efficient Nanocatalyst in Synthesis of Novel Pyrazolopyranopyrimidine Derivatives and Evaluation of Anticancer Activity

RETRACTED: Synthesis of Bioactive Yttrium-Metal–Organic Framework as Efficient Nanocatalyst in Synthesis of Novel Pyrazolopyranopyrimidine Derivatives and Evaluation of Anticancer Activity

Importance of Hybrid Catalysts toward the Synthesis of 5H-Pyrano[2,3-d]pyrimidine-2-ones/2,4-diones (Thiones)

Recent advancements in the multicomponent synthesis of heterocycles integrated with a pyrano[2,3-d]pyrimidine core

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