Magnetic Fe <sub>3</sub> O <sub>4</sub> @BTC nanocomposite for ultrasound-assisted synthesis of dihydropyrano[2,3- <i>c</i> ]pyrazoles

We report an efficient approach for the synthesis of medicinally important dihydropyrano[2,3-<i>c</i>]pyrazoles derivatives by using Fe<sub>3</sub>O<sub>4</sub>@BTC nanocomposite (NCs) based catalytic system. The Fe<sub>3</sub>O<sub>4</sub>@BTC NCs were successfully synthesised <i>via</i>. immobilizing benzene-1,3,5-tricarboxylic acid (BTC) on Fe<sub>3</sub>O<sub>4</sub> magnetic nanoparticles (MNPs). The synthesised NCs were characterized using X-ray diffraction (XRD) which disclose the formation of a crystalline structure of Fe<sub>3</sub>O<sub>4</sub>@BTC NCs, Fourier transform infrared (FTIR) spectroscopy suggests the presence of Fe-O band at 576 cm<sup>-1</sup> in addition to -C[double bond, length as m-dash]O, -O-H stretching frequencies are also observed, field emission scanning electron microscopy (FE-SEM) represents the spherical shape of Fe<sub>3</sub>O<sub>4</sub>@BTC NCs, high resolution-transmission electron microscopy (HR-TEM) revealed the particle size tobe ∼10.335 nm, energy dispersive analysis of X-ray (EDAX) shows the presence of Fe, C and O elements, Brunauer-Emmett-Teller (BET) surface area reveals its specific surface area 84.87 m<sup>2</sup> g<sup>-1</sup> and thermogravimetric analysis (TGA) shows its exceptional higher thermal stability. Furthermore, all dihydropyrano[2,3-<i>c</i>]pyrazoles derivatives were synthesised with high yield (79-92%), in shorter time (4-12 min). Recyclability of NCs was also investigated and it was found that the NCs can be reused over five cycles without any significant loss in its activity. Significantly, this protocol has prominent benefits such as high yields of product, shorter reaction time, facile workup, recyclable, use of ultrasound as clean energy source and absence of toxic solvents.

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Publication Details

Journal
RSC Advances
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ra08120c
Citations
1
Primary Topic
Multicomponent Synthesis of Heterocycles
Type
article
Field-Weighted Citation Impact
0.94

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article

Magnetic Fe 3 O 4 @BTC nanocomposite for ultrasound-assisted synthesis of dihydropyrano[2,3- c ]pyrazoles

Shinichiro Fuse, Balaji R. Madje, Somnath C. Dhawale, Raviraj P. Dighole et al.
1 citations
RSC Advances
Multicomponent Synthesis of Heterocycles
0.94
article

Magnetic Fe 3 O 4 @BTC nanocomposite for ultrasound-assisted synthesis of dihydropyrano[2,3- c ]pyrazoles

Shinichiro Fuse, Balaji R. Madje, Somnath C. Dhawale, Raviraj P. Dighole, Bhaskar R. Sathe, Balaji B. Mulik
article en
1 citations

Abstract

We report an efficient approach for the synthesis of medicinally important dihydropyrano[2,3-<i>c</i>]pyrazoles derivatives by using Fe<sub>3</sub>O<sub>4</sub>@BTC nanocomposite (NCs) based catalytic system. The Fe<sub>3</sub>O<sub>4</sub>@BTC NCs were successfully synthesised <i>via</i>. immobilizing benzene-1,3,5-tricarboxylic acid (BTC) on Fe<sub>3</sub>O<sub>4</sub> magnetic nanoparticles (MNPs). The synthesised NCs were characterized using X-ray diffraction (XRD) which disclose the formation of a crystalline structure of Fe<sub>3</sub>O<sub>4</sub>@BTC NCs, Fourier transform infrared (FTIR) spectroscopy suggests the presence of Fe-O band at 576 cm<sup>-1</sup> in addition to -C[double bond, length as m-dash]O, -O-H stretching frequencies are also observed, field emission scanning electron microscopy (FE-SEM) represents the spherical shape of Fe<sub>3</sub>O<sub>4</sub>@BTC NCs, high resolution-transmission electron microscopy (HR-TEM) revealed the particle size tobe ∼10.335 nm, energy dispersive analysis of X-ray (EDAX) shows the presence of Fe, C and O elements, Brunauer-Emmett-Teller (BET) surface area reveals its specific surface area 84.87 m<sup>2</sup> g<sup>-1</sup> and thermogravimetric analysis (TGA) shows its exceptional higher thermal stability. Furthermore, all dihydropyrano[2,3-<i>c</i>]pyrazoles derivatives were synthesised with high yield (79-92%), in shorter time (4-12 min). Recyclability of NCs was also investigated and it was found that the NCs can be reused over five cycles without any significant loss in its activity. Significantly, this protocol has prominent benefits such as high yields of product, shorter reaction time, facile workup, recyclable, use of ultrasound as clean energy source and absence of toxic solvents.

RSC AdvancesVol. 15(58)
Marathwada Agricultural University (IN), Gauhati University (IN), Dr. Babasaheb Ambedkar Marathwada University (IN), Dr. D. Y. Patil Medical College, Hospital and Research Centre (IN), IEC University (IN)
Arthritis National Research Foundation, National Research Foundation, Human Resource Development Group
Openalex Percentile: Top 19%
Multicomponent Synthesis of Heterocycles
0.94
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