Calcium, Barium and Strontium apatites: A new generation of catalysts in the Biginelli reaction

Moussa, Sana Ben; Lachheb, Jalel; Gruselle, Michel; Maaten, Birgit; Kriis, Kadri; Kanger, Tõnis; Tõnsuaadu, Kaia; Badraoui, Béchir

doi:10.1016/j.tet.2017.09.051

Cited by 28 publications

(16 citation statements)

References 53 publications

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“…The substitution of barium ions in the hydroxyapatite lattice changes its properties and such materials were studied as catalysts (Sugiyama and Moffat 2002;Yasukawa et al 1999;Moussa et al 2017). Moreover, this process was considered to remove barium from water (Suzuki et al 1981).…”

Section: Introductionmentioning

confidence: 99%

Adsorption of Ba2+ ions at the hydroxyapatite/NaCl solution interface

Skwarek

Janusz

2019

Adsorption

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The study of the kinetics of barium adsorption at the hydroxyapatite/electrolyte interface using the radioactive isotope 133 Ba 2+ was carried out. The course of adsorption kinetics indicates that at the beginning adsorption proceeds quickly and then slowly. Such adsorption kinetics is best described by the multiexpotential equation. The adsorption of Ba 2+ ions at the hydroxyapatite/ electrolyte interface proceeds via their adsorption of ions on the surface groups with the release of proton and the exchange of Ca ions from the crystal lattice. The adsorption process has an insignificant effect on the crystal lattice parameters and crystallinity degree but due to the decrease of zeta potential leads to particles aggregation.

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Section: Introductionmentioning

confidence: 99%

Adsorption of Ba2+ ions at the hydroxyapatite/NaCl solution interface

Skwarek

Janusz

2019

Adsorption

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“…A comparison of the results and conditions developed in this work for the synthesis of DHPM 4 a with those from others studies reported in the literature is shown in Table 3 [22][23][31][32][33][34]. It can be highlighted that the catalyst developed in this work promoted the synthesis of DHPM 4 a with a better yield and in a much shorter time than those used in the reactions catalysed by CuHAp 3 , CuSO 4 .5H 2 O and PS-PEG-SO 3 H (Table 3, entries 1, 2 and 3).…”

Section: Resultsmentioning

confidence: 88%

“…It can be highlighted that the catalyst developed in this work promoted the synthesis of DHPM 4 a with a better yield and in a much shorter time than those used in the reactions catalysed by CuHAp 3 , CuSO 4 .5H 2 O and PS-PEG-SO 3 H (Table 3, entries 1, 2 and 3). [31][32][33] Comparing HClO 4 -Al 2 O 3 with H 2 SO 4 supported on Al 2 O 3 or SiO 2 , it was observed that the yields were very similar in the synthesis of DHPM 4 a. However, with our methodology the reaction was carried out in a shorter reaction time and used a non-toxic solvent (EtOH) instead of hexane (Table 3, entries 4, 5).…”

Section: Resultsmentioning

confidence: 99%

HClO₄‐Al₂O₃ as a Prominent Catalyst in the Synthesis of 3,4‐Dihydropyrimidin‐2(1H)‐ones/thiones under Environmentally Friendly Solvent Conditions

Zanin

Porto

2020

ChemistrySelect

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An accessible, non‐toxic, easy to handle and stock catalyst with high efficiency was developed in this study for the synthesis of 3,4‐dihydropyrimidin‐2(1H)‐ones/thiones. Al2O3 was used as a support for HClO4, resulting in a heterogeneous and reusable catalyst for the Biginelli reaction. In the absence of the catalyst, the reaction provided a yield of 19%. However, in the presence of HClO4‐Al2O3 it was possible to synthesize 16 examples of DHPMs/thiones with improved yields (80‐98%), in reaction periods of 1 to 3 hours. The catalyst also stood out for its stability against temperature and the reagents used.

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“…In the study by Ben Moussa et al, derivatives of 3,4‐dihydropyrimidin‐2(1 H )‐one were synthesized with a Biginelli reaction using aromatic aldehyde derivatives, ethyl acetoacetate, urea, and 2.5% mol catalyst 50 . In their study, the ester group in ethyl acetoacetate stayed in the final structure.…”

Section: General Methodsmentioning

confidence: 99%

Synthesis of novel heterocyclic compounds containing pyrimidine nucleus using the Biginelli reaction: Antiproliferative activity and docking studies

Yavuz

Akkoç

Türkmenoğlu

et al. 2020

Journal of Heterocyclic Chem

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In a single reaction step, pyrimidine derivatives (4a‐p) were synthesized from the triple reaction of aromatic aldehydes (1), ethyl cyanoacetate (2), and some guanyl hydrazone derivatives (3a‐n). These compounds were tested as in vitro against two types of cancerous cell lines, namely, a human colon cancerous cell line (DLD‐1) and a human breast cancerous cell line (MDA‐MB‐231). According to the obtained results, nearly all the compounds have cytotoxic activity in the tested cell lines. Especially, the compounds 4j, 4k, and 4n had a significant effect against DLD‐1. Furthermore, compounds 4g, 4m, and 4o exhibited lower IC50 values compared to other synthesized compounds against MDA‐MB‐231. We hope that these compounds can be improved as anticancer agents in the future. Molecular docking was performed according to both topoisomerase I and N‐acetyltransferase 1 proteins to examine theoretically the binding mode and site of pyrimidine compounds having the best activity.

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Calcium, Barium and Strontium apatites: A new generation of catalysts in the Biginelli reaction

Cited by 28 publications

References 53 publications

Adsorption of Ba2+ ions at the hydroxyapatite/NaCl solution interface

Adsorption of Ba2+ ions at the hydroxyapatite/NaCl solution interface

HClO₄‐Al₂O₃ as a Prominent Catalyst in the Synthesis of 3,4‐Dihydropyrimidin‐2(1H)‐ones/thiones under Environmentally Friendly Solvent Conditions

Synthesis of novel heterocyclic compounds containing pyrimidine nucleus using the Biginelli reaction: Antiproliferative activity and docking studies

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Calcium, Barium and Strontium apatites: A new generation of catalysts in the Biginelli reaction

Cited by 28 publications

References 53 publications

Adsorption of Ba2+ ions at the hydroxyapatite/NaCl solution interface

Adsorption of Ba2+ ions at the hydroxyapatite/NaCl solution interface

HClO4‐Al2O3 as a Prominent Catalyst in the Synthesis of 3,4‐Dihydropyrimidin‐2(1H)‐ones/thiones under Environmentally Friendly Solvent Conditions

Synthesis of novel heterocyclic compounds containing pyrimidine nucleus using the Biginelli reaction: Antiproliferative activity and docking studies

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Product

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HClO₄‐Al₂O₃ as a Prominent Catalyst in the Synthesis of 3,4‐Dihydropyrimidin‐2(1H)‐ones/thiones under Environmentally Friendly Solvent Conditions