A New Approach to the Ring-Opening of Epoxides under Mild and Green Conditions DOI

Ali Reza Ataee-Najari,

Mahmoud Zarei,

Hossein Ahmadi

et al.

Polycyclic aromatic compounds, Journal Year: 2023, Volume and Issue: 44(5), P. 3442 - 3455

Published: July 20, 2023

In this research work, we have designed and introduced [Zr-UiO-66-CO2H]Br as a versatile heterogeneous acid catalyst for the ring-opening of epoxides through SN1 and/or SN2 type mechanisms. addition, appropriate method designing an active efficient Bronsted site in metal-organic frameworks is discussed. was applied preparation α-aryloxy alcohols by condensation reaction various with phenol or thiophenols under mild green conditions.

Language: Английский

Application of Functionalized Zn-Based Metal–Organic Frameworks (Zn-MOFs) with CuO in Heterocycle Synthesis via Azide–Alkyne Cycloaddition DOI

Sima Kalhor,

Hassan Sepehrmansourie,

Mahmoud Zarei

et al.

Inorganic Chemistry, Journal Year: 2024, Volume and Issue: 63(11), P. 4898 - 4914

Published: Jan. 31, 2024

The main goal of this article is to discuss the expansion click chemistry. A new catalyst composed CuO nanoparticles embedded in Zn-MOF with ligand 2,4,6-tris(4-carboxyphenoxy)-1,3,5-triazine (H3L) presented. incorporation into structure led desirable morphology and catalytic properties. designed was evaluated for its role multicomponent reaction copper-catalyzed azide–alkyne cycloaddition (CuAAC) preparation triazole rings 80–91% yield. demonstrated an appealing architecture exhibited robustness, high efficiency, environmental friendliness. Characterization performed using various techniques, including Fourier transform infrared spectroscopy (FT-IR), scanning electron microscopy (SEM), transmission microscopes (TEM), high-resolution (HRTEM), X-ray photoelectron (XPS), energy-dispersive (EDX), elemental mapping, diffraction (XRD). results suggest that novel has potential be a valuable tool development synthetic approaches wide range applications.

Language: Английский

Citations

9
Application of Ti-MOF-UR as a new porous catalyst for the preparation of pyrazolo[3,4-b]quinoline and pyrazolo[4,3-e]pyridines DOI

Zahra Torkashvand,

Hassan Sepehrmansourie,

Mohammad Ali Zolfigol

et al.

Molecular Catalysis, Journal Year: 2023, Volume and Issue: 541, P. 113107 - 113107

Published: March 27, 2023

Language: Английский

Citations

17
Application of Metal–Organic Frameworks with Sulfonic Acid Tags in the Synthesis of Pyrazolo[3,4-b]pyridines via a Cooperative Vinylogous Anomeric-Based Oxidation DOI

Hassan Sepehrmansourie,

Milad Mohammadi Rasooll,

Mahmoud Zarei

et al.

Inorganic Chemistry, Journal Year: 2023, Volume and Issue: 62(23), P. 9217 - 9229

Published: June 1, 2023

Herein, we report the design and synthesis of Co-MOF-71/imidazole/SO3H as a novel porous catalyst with sulfonic acid tags. The structure morphology were investigated using various techniques such Fourier transform-infrared spectroscopy (FT-IR), X-ray diffraction, scanning electron microscopy (SEM), SEM elemental mapping, energy-dispersive spectroscopy, Barret-Joyner-Halenda, N2 adsorption-desorption isotherms. was studied in preparation pyrazolo[3,4-b]pyridines under mild green conditions via cooperative vinylogous anomeric-based oxidation. A wide range mono bis synthesized good to excellent yields (65-82%). hot filtration test for heterogeneous nature indicated high stability prepared catalyst. recyclability is another advantage present methodology. structures final products confirmed FT-IR, 1H-NMR, 13C-NMR spectroscopic techniques.

Language: Английский

Citations

17
Applications of novel composite UiO-66-NH2/Melamine with phosphorous acid tags as a porous and efficient catalyst for the preparation of novel spiro-oxindoles DOI
Elham Tavakoli,

Hassan Sepehrmansourie,

Mahmoud Zarei

et al.

New Journal of Chemistry, Journal Year: 2022, Volume and Issue: 46(39), P. 19054 - 19061

Published: Jan. 1, 2022

A new approach for the incorporation of phosphorous acid tags into a metal organic framework based on UiO-66-NH 2 /Melamine was introduced. This catalyst applied to preparation novel spiro-oxindoles under mild and green conditions.

Language: Английский

Citations

20
Application of Nanomagnetic Metal–Organic Frameworks in the Green Synthesis of Nicotinonitriles via Cooperative Vinylogous Anomeric-Based Oxidation DOI Creative Commons

Bashirullah Danishyar,

Hassan Sepehrmansourie,

Hossein Ahmadi

et al.

ACS Omega, Journal Year: 2023, Volume and Issue: 8(21), P. 18479 - 18490

Published: May 17, 2023

In the current study, we synthesized a new nanomagnetic metal-organic framework Fe3O4@MIL-53(Al)-N(CH2PO3)2 and characterized it using various techniques. This was used for synthesis of wide range nicotinonitrile derivatives as suitable drug candidates by four-component reaction 3-oxo-3-phenylpropanenitrile or 3-(4-chlorophenyl)-3-oxopropanenitrile, ammonium acetate (NH4OAc), acetophenone derivatives, aldehydes including those bearing electron-donating, electron-withdrawing, halogen groups, which afforded desired products (27 samples) via cooperative vinylogous anomeric-based oxidation (CVABO) mechanism under solvent-free conditions in excellent yields (68-90%) short times (40-60 min). Increasing surface-to-volume ratio, easy separation catalyst an external magnet, high chemical temperature stability are advantages described frameworks.

Language: Английский

Citations

10
Application of novel metal–organic frameworks containing sulfonic acid pendings in synthesis of chromeno[4,3-d]pyrimidines via back to back anomeric based oxidation DOI Creative Commons

Fatemeh Jalili,

Hassan Sepehrmansourie,

Mahmoud Zarei

et al.

Arabian Journal of Chemistry, Journal Year: 2024, Volume and Issue: 17(3), P. 105635 - 105635

Published: Jan. 17, 2024

Through task-specific design and synthesis of mesoporous catalysts, we introduce a novel metal-organic framework serving as heterogeneous catalyst. In this study, Co(BDC-NH(CH2)3SO3H was meticulously prepared through the condensation reaction 1,4-butane sultone Co(BDC-NH2) utilizing post-modification method. The thorough examination these parameters ensures detailed understanding catalyst's properties. Subsequently, catalytic activity explored in chromeno[4,3-d]pyrimidine derivatives employing cooperative vinylogous anomeric-based oxidation mechanism. This research not only presents new efficient catalyst but also contributes valuable insights into biologically relevant derivatives.

Language: Английский

Citations

3
Synthesis and Application of Task-Specific Bimetal–Organic Frameworks in the Synthesis of Biological Active Spiro-Oxindoles DOI
Elham Tavakoli,

Hassan Sepehrmansourie,

Mohammad Ali Zolfigol

et al.

Inorganic Chemistry, Journal Year: 2024, Volume and Issue: 63(13), P. 5805 - 5820

Published: March 21, 2024

The use of click chemistry as a smart and suitable method for the development new heterogeneous catalysts is based on metal–organic frameworks well production organic compounds. can provide strategy to achieve superior properties MOFs. Here, two metals Co Fe are used create bimetallic–organic framework. In following, postmodification organized an acidic porous catalyst developed. This prepared was highly efficient preparation spiro-oxindoles obtained through with good excellent yields (80–94%). presented catalytic system compete best reported systems. findings showed that presence in MOF, triazole ring catalyst, increase efficiencies. study offers novel insights into architecture Metal–Organic Frameworks (MOFs), chemistry, biologically active Additionally, research explores antibacterial synthesized catalysts. reveal significant activities compounds against S. aureus, MRSA, E. coli bacteria.

Language: Английский

Citations

3
A convenient catalytic method for preparation of new tetrahydropyrido[2,3-d]pyrimidines via a cooperative vinylogous anomeric based oxidation DOI Creative Commons

Hassan Sepehrmansourie,

Sima Kalhor,

Mahmoud Zarei

et al.

RSC Advances, Journal Year: 2022, Volume and Issue: 12(53), P. 34282 - 34292

Published: Jan. 1, 2022

In this study, a novel functionalized metal-organic frameworks MIL-125(Ti)-N(CH2PO3H2)2 was designed and synthesized via post-modification methodology. Then, as mesoporous catalyst applied for the synthesis of wide range tetrahydropyrido[2,3-d]pyrimidines bioactive candidate compounds by one-pot condensation reaction 3-(1-methyl-1H-pyrrol-2-yl)-3-oxopropanenitrile, 6-amino-1,3-dimethylpyrimidine-2,4(1H,3H)-dione aromatic aldehydes at 100 °C under solvent-free condition. Interestingly, preparation tetrahydropyrido[2,3-d]pyrimidine achieved vinylogous anomeric based oxidation mechanism with high yield short time.

Language: Английский

Citations

12
Synthesis of picolinates via a cooperative vinylogous anomeric-based oxidation using UiO-66(Zr)-N(CH2PO3H2)2 as a catalyst DOI Creative Commons
Saeed Babaee,

Hassan Sepehrmansourie,

Mahmoud Zarei

et al.

RSC Advances, Journal Year: 2023, Volume and Issue: 13(32), P. 22503 - 22511

Published: Jan. 1, 2023

The anomeric effect highlights the significant influence of functional group and reaction conditions on oxidation-reduction. This article successfully investigates in synthesis picolinate picolinic acid derivatives through a multi-component involving 2-oxopropanoic or ethyl 2-oxopropanoate, ammonium acetate, malononitrile, various aldehydes. To facilitate this process, we employed UiO-66(Zr)-N(CH

Language: Английский

Citations

5
1-Aryl-3-nitro- and 3-Bromo-3-nitroprop-2-en-1-ones: Synthesis and Structural Features DOI Creative Commons
I. S. Adyukov, Василий В. Пелипко, Р. И. Байчурин

et al.

Russian Journal of General Chemistry, Journal Year: 2024, Volume and Issue: 94(3), P. 497 - 507

Published: March 1, 2024

Abstract A method for producing a number of ( E )-1-aryl-3-nitroprop-2-en-1-ones based on synthetic condensation–dehydration strategy has been optimized. New Z )-1-aryl-3-bromo-3-nitroprop-2-en-1-ones have synthesised from using halogenation-dehydrohalogenation to )-1-aryl-3-nitroprop-2-en-1-ones. The fine structure nitro- and bromonitroenketones it’s features were determined by 1 H– H NOESY NMR X-ray diffraction analysis.

Language: Английский

Citations

1