Article
Biochemistry & Molecular Biology
Giovanna Bosica, Fiona Cachia, Riccardo De Nittis, Nicole Mariotti
Summary: Multicomponent reactions offer economic and environmental advantages, with the Biginelli reaction being a significant method for synthesizing 3,4-dihydropyrimidin-2(1H)-ones (DHPMs). In this study, silicotungstic acid supported on Ambelyst-15 was used as a catalyst for the Biginelli reaction under solventless conditions, resulting in improved reaction yields.
Article
Chemistry, Multidisciplinary
Zhihao Zhao, Hongguang Dai, Lan Shi
Summary: PFAMPS was synthesized and used as a heterogeneous catalyst for the Biginelli reaction with high yields and excellent recyclability. Compared to other catalysts, PFAMPS showed superior catalytic performance and stability.
Article
Multidisciplinary Sciences
Maryam Khashaei, Leila Kafi-Ahmadi, Shahin Khademinia, Ahmad Poursattar Marjani, Ehsan Nozad
Summary: This study introduces a one-step and facile hydrothermal procedure to synthesize nickel(II) oxide nanoparticles. The as-prepared nanomaterials exhibit high efficiency, low toxicity, and cost-effectiveness as catalysts for organic compound synthesis. The synthesized catalysts are used in Biginelli multicomponent reactions (MCRs) to prepare 3,4-dihydropyrimidin-2(1H)-ones (DHPMs) with high yields under the present reaction conditions.
SCIENTIFIC REPORTS
(2022)
Article
Chemistry, Multidisciplinary
Mohammad Ali Karimi Zarchi, Farhad Hajati, Bibi Fatemeh Mirjalili
Summary: In this study, a cross-linked poly(4-vinylpyridine)-supported boron trifluoride catalyst was prepared and characterized. The catalyst showed good catalytic activity in the Biginelli reaction under solvent-free conditions, with advantages such as high yield, short reaction time, and reusability.
RESEARCH ON CHEMICAL INTERMEDIATES
(2022)
Article
Chemistry, Physical
Suraj R. Attar, Aboli C. Sapkal, Nilam S. Dhane, Santosh B. Kamble
Summary: A novel approach using biodegradable supported nanoparticles in a hydrotropic aqueous medium was developed for the ultrasound-assisted synthesis of 3,4-dihydropyrimidin-2(1H)-ones. Agar-supported NiO nanoparticles (NiO@AG NPs) with a particle size of 31.22 nm were successfully synthesized and exhibited high activity with a turnover frequency of 463.51 h-1 for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones. The short reaction time, high efficiency, catalyst separation without centrifugation, and product isolation without column chromatography are the key features of this protocol. The stable form and easy synthesis of NiO nanoparticles supported on agar suggest its potential as an efficient material for large-scale water-based organic transformations in the future.
Article
Chemistry, Physical
Mannar R. Maurya, Akhil Patter, Devesh Singh, Kaushik Ghosh
Summary: Diovandium(V) complex [(VO2)-O-V(sal-aebmz)] (1) immobilized on chloromethylated polystyrene (PS-Cl) has been used as catalyst in a single pot multicomponent Biginelli reaction, producing biologically active 3,4-dihydropyrimidin-2-(1H)-one (DHPM) under solvent-free conditions with H2O2 as oxidant. The optimized reaction conditions yield ca. 95% DHPMs.
Article
Chemistry, Medicinal
Anjaneyulu Eanti, Rajesh Gujju, Sunil Misra, Siddaiah Vidavalur, Sanjit Kanjilal
Summary: This study focused on the synthesis and characterization of a new class of derivatives called 4-methoxybenzofuran-5-oyl conjugated 3,4-dihydropyrimidin-2(1H)-thiones. These derivatives showed excellent antibacterial activity against Klebsiella planticola and also exhibited potency against Escherichia coli and Micrococcus luteus. The compound 4f demonstrated strong anti-biofilm activity against K. planticola. These findings suggest that these derivatives have the potential to be effective bactericidal agents with anti-biofilm activity.
MEDICINAL CHEMISTRY RESEARCH
(2023)
Article
Multidisciplinary Sciences
Ehsan Valiey, Mohammad G. Dekamin, Zahra Alirezvani
Summary: The study presents a practical approach for fabricating a novel hybrid acidic catalyst, MCM-41-APS-PMDA-NHSO3H, for synthesizing biologically active compounds. The nanoporous material showed efficient activation of reaction components under solvent-free conditions, with easy isolation and high reusability.
SCIENTIFIC REPORTS
(2021)
Article
Chemistry, Organic
Ali Rahmatpour, Ghazaleh Donyapeyma
Summary: A new catalytic application of immobilized titanium tetrachloride on a cross-linked poly(N-vinyl-2-pyrrolidone) carrier, TiCl4/PNVP, as a recoverable and heterogeneous macromolecular Lewis acidic catalyst has been developed. This catalytic system enables the facile and cleaner synthesis of 3,4-dihydro pyrimidin-2(1H)-ones/thiones in high yields with TON up to 23.2 through the Biginelli three-component cyclocondensation reaction in ethanol. The reusability test confirms that this heterogeneous titanium catalyst can be easily separated from the reaction mixture by simple filtration and reused multiple times with negligible loss of activity.
SYNTHETIC COMMUNICATIONS
(2022)
Article
Chemistry, Medicinal
Maria Majellaro, Willem Jespers, Abel Crespo, Maria J. Nunez, Silvia Novio, Jhonny Azuaje, Ruben Prieto-Diaz, Claudia Gioe, Belma Alispahic, Jose Brea, Maria Loza, Manuel Freire-Garabal, Carlota Garcia-Santiago, Carlos Rodriguez-Garcia, Xerardo Garcia-Mera, Olga Caamano, Christian Fernandez-Masaguer, Javier F. Sardina, Angela Stefanachi, Abdelaziz El Maatougui, Ana Mallo-Abreu, Johan Aqvist, Hugo Gutierrez-de-Teran, Eddy Sotelo
Summary: The study presents and thoroughly characterizes a large collection of 3,4-dihydropyrimidin-2(1H)-ones as A(2B)AR antagonists, demonstrating their importance in cancer therapy. Through functional experiments and free energy perturbation studies, the structure-activity relationship of this chemotype was accurately modeled, with stereospecific binding confirmed by resolving the two most potent ligands into their enantiomers. Additionally, in vitro experiments showed significant antimetastatic effects of this pair of compounds in three prostate cancer cells.
JOURNAL OF MEDICINAL CHEMISTRY
(2021)
Article
Chemistry, Physical
Nora Popovics-Toth, Adam Tajti, Evelyn Humpfner, Erika Balint
Summary: The synthesis of novel 3,4-dihydropyrimidin-2(1H)-one-phosphonates was achieved through microwave-assisted Biginelli reaction, optimizing reaction parameters and demonstrating a wide scope of application. By-products of the synthesis were also identified, including a previously reported impossible reaction between aliphatic aldehydes, diethyl (2-oxopropyl)phosphonate, and urea.
Article
Chemistry, Multidisciplinary
Maryam Alsadat Mazloum Tabaei, Abdolhamid Bamoniri, Bi Bi Fatemeh Mirjalili
Summary: This paper introduces an efficient method for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones using nano-cellulose/BF3/Fe3O4 as a catalyst. The method offers advantages such as short reaction times, high efficiency, and room-temperature reaction conditions. The catalyst is characterized by various techniques and exhibits good recovery.
JOURNAL OF THE IRANIAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Multidisciplinary
Najmieh Ahadi, Akbar Mobinikhaledi, Armaghan Fathehesami, Zahra Bagheri
Summary: In this study, a novel Zn salen complex supported on MnCoFe2O4 magnetic nanoparticles was synthesized and investigated as a heterogeneous catalyst in the Biginelli-like reaction. The catalyst showed good activity and reusability.
RESEARCH ON CHEMICAL INTERMEDIATES
(2022)
Article
Chemistry, Multidisciplinary
Vahid Khakyzadeh, Ahmad Reza Moosavi-Zare, Sahra Sheikhaleslami, Amir Ehsani, Salbin Sediqi, Mohammad Rezaei-Gohar, Zahra Jalilian
Summary: By magnetizing water with an external magnetic field and using it as a solvent, boric acid as a catalyst, the green preparation of 3,4-dihydropyrimidin-2(1H)-ones showed advantages such as shorter reaction times, higher yields, and cleaner reaction profiles.
Article
Chemistry, Multidisciplinary
Na Meng, Yufen Lv, Qishun Liu, Ruisheng Liu, Xiaohui Zhao, Wei Wei
Summary: A metal-free visible-light-enabled three-component reaction has been developed, which utilizes quinoxalin-2(1H)-ones, alkenes, and CF3SO2Na under air at room temperature. This photocatalytic tandem reaction using 4CzIPN as the photocatalyst and air as the green oxidant provides a mild and environmentally friendly approach to access a series of 3-trifluoroalkylated quinoxalin-2(1H)-ones.
CHINESE CHEMICAL LETTERS
(2021)
Article
Chemistry, Organic
Dilek Isik Tasgin, Irem Bayraktar
Summary: We present a synthetic method for pyrrolizine-3-one derivatives and investigate their photophysical properties. These compounds are prepared through a series of reactions involving substituted pyrroles in one-pot, two-step oxidation, and intramolecular cyclization processes. The photophysical properties of the synthesized compounds are studied using UV-Vis and fluorescence spectroscopy in various solvents. The introduction of pyrrolyl substituents has a significant impact on Stokes shifts and quantum yield values.
SYNTHETIC COMMUNICATIONS
(2024)
Article
Chemistry, Organic
Satish Kumar Burra, Vaikunta Rao Lakinani, Raghunadh Akula, Chiranjeevi Yankkanti
Summary: A novel and green strategy for the construction of biologically relevant substituted indolyl-4H-chromenes scaffolds is reported, using L-proline as a catalyst and water as a promoter solvent. This catalytic system offers wider applicability, shorter reaction times, and high yields, making it an ideal condition for green chemistry.
SYNTHETIC COMMUNICATIONS
(2024)
Review
Chemistry, Organic
Abouelhaoul El Alami, Amine El Maraghi, Fatima Youssoufi, Assiya Atif, Hamid Sdassi
Summary: Nitrobenzimidazoles have become increasingly important in the design of new compounds in medicinal, therapeutic and chemical fields. This review provides an overview of the synthesis strategies and biological activities of nitrobenzimidazole derivatives.
SYNTHETIC COMMUNICATIONS
(2024)
Article
Chemistry, Organic
Nilesh Raghunath Khedkar, Alex Joseph, Milind Sindkhedkar
Summary: In this study, a new library of 3-(2-(pyrimidin-5-yl)thiazol-4-yl)-1,2,4-oxadiazole compounds was designed and synthesized as potential anticancer agents using in silico fragment-based drug design. The compounds were tested for their anticancer activity in vitro, and one compound exhibited excellent activity against multiple cancer cell lines.
SYNTHETIC COMMUNICATIONS
(2024)
Article
Chemistry, Organic
Terungwa H. Iorkula, Bryce A. Tolman, Scott R. Burt, Matt A. Peterson
Summary: A new method for synthesizing C-6 substituted products has been discovered in this study, which utilizes lower doses of fluoride and CsF as a catalyst, with high reaction yields and cost-effectiveness under suitable conditions.
SYNTHETIC COMMUNICATIONS
(2024)
Review
Chemistry, Organic
Ranjana Aggarwal, Swati Sharma
Summary: This review article mainly focuses on the synthesis of 3(5)-trifluoromethylpyrazoles via condensation reaction of trifluoromethyl-beta-diketones with hydrazines. It emphasizes the importance of fluorine-containing compounds and pyrazoles in the field of biology. The literature reported condensation reactions of trifluoromethyl-beta-diketones with hydrazines are covered.
SYNTHETIC COMMUNICATIONS
(2024)
Article
Chemistry, Organic
F. M. Alshareef, Sami A. Al-Harbi, Esam S. Allehyani, Omeima Abdullah, Magdy A. Ibrahim
Summary: This study aimed to construct a novel category of linear annulated chromeno[3',2':5,6]pyrido[2,3-d][1,3]thiazolo[3,2-a]pyrimidines. The chemical reactivity of the synthesized compounds was investigated, and they showed significant antimicrobial activity against various strains.
SYNTHETIC COMMUNICATIONS
(2024)
Article
Chemistry, Organic
Preethi Dhanapal, S. L. Manju
Summary: Thiazole based Schiff base scaffolds have become an integral part of drug development in recent years, playing a versatile role as building blocks for lead drug molecules. This study presents a facile one pot synthetic method for producing novel 4-aryl thiazoles with high yield, shorter reaction time, and milder conditions, without the need for catalysts or purification techniques.
SYNTHETIC COMMUNICATIONS
(2024)