- Eosin Y photocatalyzed access to Biginelli reaction using primary alcohols via domino multicomponent cascade: an approach towards sustainable synthesis of 3,4-dihydropyrimidin-2(1H)-ones
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The Eosin Y photocatalyzed Biginelli protocol has been established by a cascade one-pot three-component reaction of primary alcohols, α-ketoester, and urea to provide pharmacologically promising 3,4-dihydropyrimidin-2(1H)-ones in high yields. The key benefits of the present scheme are the capability to allow operational simplicity, readily available substrates, straightforward workup and high yields. This Eosin Y based photocatalytic approach can permit conquering traditional metal-catalyzed reactions in a sustainable manner, thus delivering economic and environmental rewards. Graphical abstract: An environmentally benign protocol for the synthesis of 3,4-DHPMs has been developed using inexpensive molecular oxygen, visible light as green energy source and eosin Y as photoreceptor-cum-sensitizer. The utilized photoreceptor revealed its unique properties in rapid intersystem crossing, high photo and chemical stability, ease of separation and high catalytic efficiency.[Figure not available: see fulltext.].
- Bhargava, Gaurav,Kumar, Gobind,Kumar, Rupesh,Kumar, Yogesh
-
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- Magnetic Silica-Coated Picolylamine Copper Complex [Fe3O4@SiO2@GP/Picolylamine-Cu(II)]-Catalyzed Biginelli Annulation Reaction
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An efficient and heterogeneous novel magnetic silica-coated picolylaminecopper complex [Fe3O4@SiO2@GP/Picolylamine-Cu(II)] was synthesized, characterized, and employed as a magnetically recoverable nanocatalyst in Biginelli condensation for the preparatio
- Rezayati, Sobhan,Kalantari, Fatemeh,Ramazani, Ali,Sajjadifar, Sami,Aghahosseini, Hamideh,Rezaei, Aram
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p. 992 - 1010
(2022/01/11)
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- Composite of cross-linked chitosan beads and a cyclodextrin nanosponge: A metal-free catalyst for promoting ultrasonic-assisted chemical transformations in aqueous media
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A novel carbohydrate-based catalytic composite was prepared through covalent decoration of cross-linked chitosan beads with a cyclodextrin nanosponge. In this regard, chitosan beads were fabricated and cross-linked with glutaraldehyde. Subsequently, they
- Sadjadi, Samahe,Koohestani, Fatemeh
-
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- RETRACTED ARTICLE: Boric acid in magnetized water: Clean and powerful media for synthesis of 3,4-dihydropyrimidin-2(1: H)-ones
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Water was magnetized via an external magnetic field and employed, for the first time, as a solvent in green preparation of 3,4-dihydropyrimidin-2(1H)-ones by the one-pot three-component condensation reaction using boric acid as a catalyst. Shorter reactio
- Khakyzadeh, Vahid,Moosavi-Zare, Ahmad Reza,Sheikhaleslami, Sahra,Ehsani, Amir,Sediqi, Salbin,Rezaei-Gohar, Mohammad,Jalilian, Zahra
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p. 22751 - 22755
(2021/07/21)
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- Tungsten-substituted molybdophosphoric acid impregnated with kaolin: effective catalysts for the synthesis of 3,4-dihydropyrimidin-2(1: H)-ones v i a biginelli reaction
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A series of highly reusable heterogeneous catalysts (10-25 wt% PMo7W5/kaolin), consisting of tungsten-substituted molybdophosphoric acid, H3PMo7W5O40·24H2O (PMo7W5) impregnated with acid treated kaolin clay was synthesized by the wetness impregnation meth
- Aher, Dipak S.,Khillare, Kiran R.,Chavan, Laxmikant D.,Shankarwar, Sunil G.
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p. 2783 - 2792
(2021/01/28)
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- A highly efficient one-pot multicomponent synthesis of 3,4-dihydropyrimidin-2-(1H)-ones/thiones catalyzed by strontium pyroarsenate nano-plates
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The present work describes the one-pot multicomponent synthesis of heterocyclic 3,4-dihydropyrimidin-2-(1H)-ones and thiones (DHPMs) under solvent-free conditions by Sr2As2O7 nanocatalyst. Sr2As2Osub
- Esmaeili, Rozhin,Kafi-Ahmadi, Leila,Khademinia, Shahin
-
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- CoFe2O4?SiO2-NH2-CoII NPs: An effective magnetically recoverable catalyst for Biginelli reaction
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Biginelli reaction entails acid-catalyzed one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones (DHPMs) with simply-accessible initial substances, specifically, aldehyde, urea, and active methylene compound. DHPMs have stimulated a resurgence of attention in the previous two decades because of their broad-ranging pharmacological actions and the existence of varied all-natural products. Currently, green methods to asymmetric Biginelli reaction have been researched for anti-inflammatory DHPMs. In materials chemistry, DHPMs are increasingly decision applications in the creation of materials like polymers, adhesives, fabric dyes, etc. In light of the simplicity by which the Biginelli reaction is conducted, numerous interesting prospects expect its exploitation in variety fields. CoFe2O4?SiO2-NH2-CoII is herein turned out to be an effective catalyst at a three-component Biginelli reaction. The yield of the corresponding DHPMs was rather large (20 cases; average 92 percent). Finally, we herein suggest a procedure that shows lots of advantages and benefits such as the whole lack of solvents, mild reaction conditions, comparatively short reaction times. Also, CoFe2O4?SiO2-NH2-CoII NPs catalyst has been readily recovered from the reaction combination and reused, without the decrease of catalytic action.
- Allahresani, Ali,Hemmat, Kaveh,Nasseri, Mohammad Ali,Sangani, Mehri Mohammadpour
-
-
- Synthesis and characterization of the immobilized polythiophene on magnetic carbon nanotube as a prominent catalyst for the synthesis of dihydropyrimidinone and octahydroquinazolinone derivatives
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Abstract: In this work, the immobilized polythiophene on magnetic carbon nanotube (CNT–Fe3O4–PTh) was synthesized and introduced as a novel and recoverable catalytic system. The prepared magnetic heterogeneous nanocatalyst was characterized by FT-IR, TGA, EDX, VSM, XRD, TEM, and FE-SEM. Next, the catalytic efficiency of CNT–Fe3O4–PTh was evaluated through the green synthesis of a variety of dihydropyrimidinone and octahydroquinazolinone through Biginelli reaction between aromatic aldehydes, urea/thiourea, and β-dicarbonyl compounds under solvent-free conditions. The catalyst was magnetically recovered and recycled for five cycles without a discernible loss in its catalytic activity. Simple workup, affordability, short reaction times, mild reaction conditions, and the high yield of products are the interesting features of this project. Graphic abstract: An environmentally benign nanocomposite was prepared using carbon nanotube as an inexpensive, nontoxic, and stable support in the preparation of CNT–Fe3O4–PTh, which was efficiently used as catalyst for the green synthesis of dihydropyrimidinone and octahydroquinazolinone derivatives through Biginelli reaction under solvent-free conditions.[Figure not available: see fulltext.].
- Akbarzadeh, Parisa,Koukabi, Nadiya
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p. 4955 - 4969
(2020/08/19)
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- Ultrasound aided solvent-free synergy: an improved synthetic approach to access 3,4-dihydropyrimidin-2(1H)-ones
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Abstract: A remarkably simple synthetic method has been described for the access of structurally diverse 3,4-dihydropyrimidin-2(1H)-ones in excellent yields in the presence of 2,4,6-trichloro-1,3,5-triazine (TCT) as an efficient source of hydrochloric aci
- Ramesh, Rathinam,Ramesh, Samikannu,Malecki, Jan Grzegorz,Lalitha, Appaswami
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p. 1197 - 1205
(2019/04/30)
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- CoFe2O4/TMU-17-NH2 as a hybrid magnetic nanocomposite catalyst for multicomponent synthesis of dihydropyrimidines
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A new magnetic metal–organic framework nanocomposite (CoFe2O4/TMU-17-NH2) was prepared via an embedding approach by synthesis of the metal–organic framework crystals in the presence of magnetic cobalt ferrite nanoparticles. We demonstrated that the resulting magnetic nanocomposite can serve as a recyclable nanocatalyst for one-pot synthesis of bis-3,4-dihydropyrimidin-2(1H)-one and 3,4-dihydropyrimidin-2(1H)-one derivatives via three-component reaction of 1,3-diketone, urea or thiourea and aromatic aldehyde under solvent-free conditions. CoFe2O4/TMU-17-NH2 was characterized using various techniques. The recovery of the nanocomposite was achieved by a simple magnetic decantation and it was reused at least seven times without significant degradation in catalytic activity.
- Yadollahi, Mahtab,Hamadi, Hosein,Nobakht, Valiollah
-
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- BiCl3-modified perlite as an effective catalyst for selective organic transformations: a green protocol
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A new perlite supported Bismuth Chloride (BiCl3) was used as an efficient heterogeneous catalyst for the synthesis of heterocyclic compounds viz., quinoxalines and dihydropyrimidinones. Fourier-transform infrared spectroscopy (FT–IR), scanning
- Brindha, Kannan,Amutha, Parasuraman,Krishnakumar, Balu,do Nascimento Sobral, Abílio José Fraga
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p. 4367 - 4381
(2019/05/15)
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- Biginelli reaction via bis-ureide intermediate in low melting mixture
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This paper deals with the study of mechanism of the Biginelli reaction using low melting mixture as solvent and catalyst. The catalytic effect of low melting mixture and the reaction mechanism is discussed on the basis of nuclear magnetic resonance (NMR)
- Mahajan, Hitesh,Jamwal, Babita,Paul, Satya
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p. 585 - 593
(2019/09/30)
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- Efficient Catalytic Synthesis of 3,4-Dihydropyrimidin-2-ones/thiones via Little Acidic Ionic Liquid Combined with Rapid Heating Ways
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Catalytic synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones was efficiently promoted by as little as 2.5?mol% of Br?nsted acidic ionic liquid [(CH2)3SO3HMIM]HSO4 catalyst loading via rapid heating ways. Inter
- Zhang, Guo-Ping,Tian, Da-Yu,Shi, Wang-Ming
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p. 2522 - 2531
(2018/09/29)
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- One-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones catalyzed by SO3H@imineZCMNPs as a novel, efficient and reusable acidic nanocatalyst under solvent-free conditions
-
The synthesis of 3,4-dihydropyrimidin-2(1H)-one derivatives was accomplished efficiently via a three-component reaction between ethyl acetoacetate, various types of aldehydes, and urea in the presence of 10 mg SO3H@imineZCMNPs as a novel, envir
- Abbaspour-Gilandeh, Esmayeel,Yahyazadeh, Asieh,Aghaei-Hashjin, Mehraneh
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p. 40243 - 40251
(2019/01/03)
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- 2-oxo-1,2,3,4-tetrahydropyrimidines ethyl esters as potent β-glucuronidase inhibitors: One-pot synthesis, in vitro and in silico studies
-
Background: Glucuronidation is essential for the metabolism and excretion of toxic substances. β-Glucuronidase enzyme slows down the process of glucuronidation, and thus plays an important role in the on-set of colorectal carcinoma, and many other disease
- Iqbal, Sarosh,Shaikh, Nimra N.,Khan, Khalid M.,Naz, Sehrish,Ul-Haq, Zaheer,Perveen, Shahnaz,Choudhary, Muhammad I.
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p. 818 - 830
(2018/11/30)
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- Fe+3-montmorillonite K10: As an effective and reusable catalyst for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones and –thiones
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In this study, a novel, clean, convenient, appropriate and environmentally benign route to dihydropyrimidinone and thione derivatives has been developed using the reaction between various benzaldehydes, urea or thiourea, and ethyl acetoacetate in the pres
- Fekri, Leila Zare,Nikpassand, Mohammad,Movaghari, Mahsa
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p. 313 - 321
(2017/12/12)
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- BiVO4-NPs: an efficient nano-catalyst for the synthesis of biscoumarins, bis(indolyl)methanes and 3,4-dihydropyrimidin-2(1H)-ones (thiones) derivatives
-
BiVO4-NPs can be used as an efficient and reusable nano-catalyst for the promotion of the synthesis of biscoumarins, bis(indolyl)methanes and 3,4-dihydropyrimidin-2(1H)-ones (thiones) derivatives. The structures of the products were characteriz
- Shirini, Farhad,Lati, Monireh Pourghasemi
-
-
- Efficient one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones catalyzed by a new heterogeneous catalyst based on Co-functionalized Na+-montmorillonite
-
In the present study, we report a simple, facile and efficient solvent-free protocol for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones by the three component condensation of aldehyde, ethyl acetoacetate and urea through using Co@imine-Na+-MM
- Khorshidi, Alireza,Tabatabaeian, Khalil,Azizi, Hashem,Aghaei-Hashjin, Mehraneh,Abbaspour-Gilandeh, Esmayeel
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p. 17732 - 17740
(2017/03/30)
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- Synthesis of tetrahydrobenzo[b]pyran and 3,4-dihydropyrimidinone derivatives using glutamic acid as an efficient catalyst
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The efforts to use green catalysts for organic synthesis are undeniable. Natural catalysts are biodegradable and easy to access. Herein, glutamic acid was applied as a natural and green catalyst for the synthesis of tetrahydrobenzo[b]pyran and 3,4-dihydro
- Khandan-Barani, Khatereh,Kangani, Mehrnoosh,Mirbaluchzehi, Maryam,Siroos, Zahra
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p. 751 - 755
(2017/08/10)
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- A New Type of Magnetically-Recoverable Heteropolyacid Nanocatalyst Supported on Zirconia-Encapsulated Fe3O4 Nanoparticles as a Stable and Strong Solid Acid for Multicomponent Reactions
-
Abstract: A novel highly efficient magnetically retrievable catalyst was developed by the immobilization of H3PW12O40 (20–60 wt%) on the surface of zirconia-encapsulated Fe3O4 nanoparticles. The prepared HPW supported on nano-Fe3O4@ZrO2 heterogeneous acid catalyst (or n-Fe3O4@ZrO2/HPW) was fully characterized by several physicochemical techniques such as: Fourier transform infrared spectroscopy (FT-IR), field emission scanning electron microscopy, transmission electron microscopy, energy-dispersive X-ray spectroscopy, X-ray diffraction, vibrating sample magnetometry and thermogravimetric analysis. The FT-IR spectroscopic data revealed that H3PW12O40 molecules on the nano-Fe3O4@ZrO2 support existed in the Keggin structure. The acidity of the catalyst was measured by the help of a potentiometric titration with n-butylamine. It was surprising that this very strong solid acid catalyst exhibited an excellent acid strength which was as a result of possessing a higher number of surface active sites compared to its homogeneous analogues. The catalytic activity of the as-prepared novel nano-Fe3O4@ZrO2/HPW was explored through the one-pot three-component synthesis of different 3,4-dihydropyrimidin-2(1H)-ones (i.e. Biginelli reaction) and 1,4-dihydropyridines (i.e. Hantzsh reaction) under solvent free condition. The sample of 40 wt% showed higher acidity and activity in the catalytic transformation. After the reaction, the catalyst/product isolation could be easily achieved with an external magnetic field and the catalyst could be easily recycled for at least five times without any decrease in its high catalytic activity. The excellent recyclability was attributed to the strong interaction between the hydroxyl groups of the nano-Fe3O4@ZrO2 support and the HPW species. Graphical Abstract: [Figure not available: see fulltext.].
- Zolfagharinia, Somayeh,Kolvari, Eskandar,Koukabi, Nadiya
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p. 1551 - 1566
(2017/05/17)
-
- A 3, 4 - dihydro pyrimidone/thioketone of heterocyclic compound synthetic method
-
The present invention belongs to the technical field of organic synthesis, and discloses a synthesis method of a 3,4-dihydropyrimidin/thinatoheterocyclic compound. According to the synthesis method, an xylose acid is used as a catalyst to catalyze a reaction among aromatic aldehyde, a beta-carbonyl compound and urea or thiourea, thereby producing the 3,4-dihydropyrimidin/thinatoheterocyclic compound. According to the synthesis method provided by the prevent invention, the xylose acid is used as the catalyst, and the reaction is performed without a solvent. The method has advantages of being high in availability of raw materials, simple in process, mild in reaction condition, high in yield, and green and environmentally friendly. Furthermore, the synthesis method provided by the prevent invention is wide in substrate applicability, can synthesize a plurality of 3,4-dihydropyrimidin/thinatoheterocyclic compounds by using different substrates, and has a wide application prospect.
- -
-
Paragraph 0020; 0031-0033
(2017/12/29)
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- 1,4-diazabicyclo[2.2.2]octanium diacetate: As a new, effective and reusable catalyst for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones and-thiones
-
In this study, a new, effective and environmentally benign procedure for the synthesis of dihydropyrimidinone and thione derivatives with various benzaldehydes, urea or thiourea, and ethyl acetoacetate in the presence of 1,4-diazabicyclo[2.2.2]octanium diacetate as a novel acidic ionic liquid, in high yield and short reaction time is reported. This method provides several advantages such as easy work-up, green, environmental friendliness and fast reaction condition along with high yields.
- Fekri, Leila Zare,Movaghari, Mahsa
-
p. 406 - 413
(2016/10/18)
-
- Solid-Supported Synthesis of Flexible Dimeric Pyridinium Salts and Their Catalytic Activities
-
The synthesis of flexible dimeric pyridinium ionic liquids by both conventional and solid-supported approaches are described. We have optimized the Biginelli reaction with various concentrations of our synthesized ionic liquids with various counter ions.
- Manikandan, Chitrarasu,Ganesan, Kilivelu
-
supporting information
p. 1527 - 1530
(2016/06/14)
-
- PEG-SANM nanocomposite: A new catalytic application towards clean and highly efficient Biginelli-like reaction under solvent-free conditions
-
A series of pyrimidinone derivatives were efficiently synthesized using PEG-SANM nanocomposite as the solid acid nanocatalyst under mild and solvent-free conditions. The generality of the process was successfully demonstrated by variation of the starting
- Dalil Heirati, Seyedeh Zahra,Shirini, Farhad,Shojaei, Abdollah Fallah
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p. 67072 - 67085
(2016/07/30)
-
- Organosilane sulfonated graphene oxide in the Biginelli and Biginelli-like reactions
-
Organosilane sulfonated graphene oxides (SSi-GO) have been synthesized by a two-step procedure involving the grafting of graphene oxide (GO) using 3-chloropropyltriethoxysilane (CCPTES) and subsequent oxidation using sulfanilic acid. It has been shown tha
- Safari, Javad,Gandomi-Ravandi, Soheila,Ashiri, Samira
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p. 512 - 520
(2016/01/12)
-
- A green approach for the synthesis of 3,4-dihydropyrimidin-2-(1H)-ones (and -thiones) using N,N-diethyl-N-sulfoethanaminium hydrogen sulfate
-
In this paper, a novel SO3H-containing ionic liquid namely N,N-diethyl-N-sulfoethanaminium hydrogen sulfate ([Et3N-SO3H]HSO4) has been synthesized, and characterized by studying its FT-IR, 1H NMR, su
- Zare, Abdolkarim,Nasouri, Zahra
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p. 364 - 369
(2016/02/03)
-
- 1,3-Disulfonic acid benzimidazolium chloride as an efficient and recyclable ionic liquid catalyst for the synthesis of 3,4-dihydropyrimidine-2-(1H)-ones/thiones
-
1,3-Disulfonic acid benzimidazolium chloride ionic liquid ([Dsbim]Cl) was prepared, characterized and applied as an efficient, homogeneous and recyclable catalyst for the synthesis of 3,4-dihydropyrimidine-2-(1H)-ones/thiones through the one-pot three-com
- Abbasi, Mohsen
-
p. 3303 - 3314
(2016/04/05)
-
- A unique opportunity for the utilization of glass wastes as a resource for catalytic applications: toward a cleaner environment
-
Although glass recycling has been conducted since 1970s, and even though recycled glass waste has been used in the construction of various alternative products, the utilization of glass waste for catalytic applications has not been fully considered until
- Zolfagharinia, Somayeh,Koukabi, Nadiya,Kolvari, Eskandar
-
p. 113844 - 113858
(2016/12/24)
-
- General solvent-free ionic liquid catalyzed C-N/C-C coupled cyclization to diverse dihydropyrimidinones and new organic materials: Langmuir-Blodgett film study
-
An ionic liquid catalyzed dual C-N/C-C coupled cyclization of a three component assembly is demonstrated to access 3,4-dihydropyrimidin-2(1H)-one (DHPM) analogues under solvent-free green conditions. Innovative new organic materials are introduced with pu
- Majumdar, Swapan,De, Jhinuk,Pal, Ajitesh,Ghosh, Indra,Nath, Ranendu K.,Chowdhury, Sandip,Roy, Dipanwita,Maiti, Dilip K.
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p. 24681 - 24686
(2015/03/30)
-
- Cobalt manganese oxide nano catalysts as a recyclable catalyst for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones-thiones
-
A simple and effective synthesis of 3,4-dihydropyrimidin-2(1H)-one and thione derivatives has been developed in the presence of nano cobalt manganese oxide as catalyst under thermal solvent-free conditions. The proposed procedure ensures easy to handle, r
- Karami, Changiz,Mohammadi, Hadi,Ghodrati, Keivan,Ahmadian, Hossein,Jamshidi, Fariba,Nouri, Maryam,Haghnazarie, Nahid
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p. 271 - 276
(2015/08/11)
-
- Double catalytic effect of (PhNH3)2CuCl4in a novel, highly efficient synthesis of 2-oxo- and thioxo-1,2,3,4-tetrahydropyrimidines
-
An innovative route for the construction of 2-oxo- and thioxo-1,2,3,4-tetrahydropyrimidines was delineated through a multicomponent reaction under Biginelli conditions, starting from different aromatic aldehydes, β-keto esters and urea or thiourea. The pr
- Jankovi, Nenad,Bugari, Zorica,Markovi, Svetlana
-
p. 595 - 604
(2015/08/24)
-
- The Biginelli reaction under batch and continuous flow conditions: Catalysis, mechanism and antitumoral activity
-
Two novel coordination polymers (CPs) have been synthesized, characterized and successfully applied as robust heterogeneous catalysts for the Biginelli multicomponent reaction to obtain 3,4-dihydropyrimidin-2(1H)-one or thione (DHPMs) derivatives. The rea
- Silva, Gabriel C. O.,Correa, Jose R.,Rodrigues, Marcelo O.,Alvim, Haline G. O.,Guido, Bruna C.,Gatto, Claudia C.,Wanderley, Kaline A.,Fioramonte, Mariana,Gozzo, Fabio C.,De Souza, Rodrigo O. M. A.,Neto, Brenno A. D.
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p. 48506 - 48515
(2015/06/16)
-
- Novel and Efficient Synthesis of DHPMs Catalyzed by di-DACH-Pyridylamide Ligands
-
Di-DACH-pyridylamide ligands, symmetrical bridged bis-Schiff base, and spiro pyrrolizines as catalysts in the synthesis of dihydropyrimidinethiones (DHPMs) using the Biginelli reaction is first reported. This new protocol has the advantages of environment
- Song, Qingbao,An, Xiaoxia,Che, Fengfeng,Shen, Tianhua
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p. 1496 - 1502
(2015/10/06)
-
- Design, synthesis, in Silico and in vitro studies of substituted 1, 2, 3, 4-Tetrahydro pyrimidine phosphorus derivatives
-
Molecular docking studies of the designed two series (4a-l, 6a-l, 9 and 10) of novel substituted phosphorylated 1, 4-dihydropyridine and 1,2,3,4-Tetrahydropyrimidine derivatives against the drug targets of DHFR from Bacillus cereus, LpxC from Pseudomonas aeruginosa, IDH from E. coli and MurB from Staphylococcus aureus were encouraged for their synthesis. These compounds were synthesized from substituted aromatic aldehydes, thiourea/urea and ethyl acetoacetate in the presence of polyphosphoric acid (PPA). These were further phosphorylated with diethyl (2-chloroethoxy) methyl phosphonate to get the desired products. In vitro anti-bacterial activity against the specified bacterial strains related to docked protein exhibited good inhibitory activity at different dose concentrations. Quantitative Structure Activity Relationship (QSAR) descriptors of the designed structures have demonstrated their satisfactory drug like properties. The results from Molecular Docking, QSAR descriptors and in vitro anti-bacterial activities led to the identification of safer and potential antibacterial agents of the title compounds screened. Compounds 4a, 4d, 4i, 6a, 6d, 9 and 10 were found to be potent antibacterial agents.
- Babu, Kilaru Ravendra,Kumar, Yellapu Nanda,Raghavendra, Aminedi,Phanindra, Venukadasula,Madhava, Golla,Ravi, Nuchu,Bhaskar, Matcha,Raju, Chamarthi Naga
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p. 862 - 871
(2015/11/17)
-
- An efficient synthesis of 3,4-Dihydropyrimidin-2(1H)-Ones and thiones catalyzed by a novel br?nsted acidic ionic liquid under solvent-free conditions
-
We report here an efficient and green method for Biginelli condensation reaction of aldehydes, β-ketoesters and urea or thiourea catalyzed by Br?nsted acidic ionic liquid [Btto][p-TSA] under solvent-free conditions. Compared to the classical Biginelli rea
- Zhang, Yonghong,Wang, Bin,Zhang, Xiaomei,Huang, Jianbin,Liu, Chenjiang
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p. 3811 - 3820
(2016/08/31)
-
- Solvent-free efficient one-pot synthesis of Biginelli and Hantzsch compounds catalyzed by potassium phthalimide as a green and reusable organocatalyst
-
The usage of potassium phthalimide (PPI) for the simple and green one-step multicomponent synthesis of Hantzsch 1,4-dihydropyridines, polyhydroquinolines, 3,4-dihydropyrimidin-2(1H)-ones/thiones, and octahydroquinazolinones under solventless conditions at 120°C is reported. The method is operationally simple, environmentally benign, and has relatively high yields. The other merits of this method include efficient, clean, green, and catalyst reusability.
- Kiyani, Hamzeh,Ghiasi, Maryam
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p. 5177 - 5203
(2015/07/08)
-
- Bronsted acidic ionic liquid based magnetic nanoparticles: A new promoter for the Biginelli synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones
-
The Bronsted acidic ionic liquid 1-methyl-3-(3- trimethoxysilylpropyl) imidazolium hydrogen sulfate was immobilized on magnetic Fe3O4 nanoparticles (MNPs-IL-HSO4). The properties of the magnetic nanocatalyst were character
- Safari, Javad,Zarnegar, Zohre
-
p. 358 - 365
(2014/01/06)
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- Graphite catalyzed solvent free synthesis of dihydropyrimidin-2(1H)-ones/ thiones and their antidiabetic activity
-
A solvent free three component condensation reaction between an aldehyde, ethyl acetoacetate and urea catalyzed by graphite, a green catalyst is described for the synthesis of dihydropyrimidin-2(1H)-ones. This protocol is scalable and the catalyst is reus
- Dhumaskar, Kashinath L.,Meena, Surya Nandan,Ghadi, Sanjeev C.,Tilve, Santosh G.
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p. 2897 - 2899
(2014/06/10)
-
- N-Sulfonic acid poly(4-vinylpyridinium) chloride as a highly efficient and reusable catalyst for the Biginelli reaction
-
A mild, simple and efficient procedure for the preparation of 3,4-dihydropyrimidin-2(1H)-ones and -thiones is described using N-sulfonic acid poly(4-vinylpyridinium) chloride (NSPVPC) as a heterogeneous and efficient catalyst under solvent-free conditions
- Shirini, Frahad,Abedini, Masoumeh,Pourhasan-Kisomi, Reyhaneh
-
p. 111 - 114
(2014/02/14)
-
- Sulphated silica tungstic acid as a highly efficient and recyclable solid acid catalyst for the synthesis of tetrahydropyrimidines and dihydropyrimidines
-
For the first time sulphated silica tungstic acid (SSTA) has been synthesized and used as an acidic catalyst in organic synthesis. The catalyst was prepared by a simple method based on the reaction of silica with SOCl 2 followed by addition of
- Ahmed, Nayeem,Siddiqui, Zeba N.
-
-
- Silica-bonded N-propyl sulfamic acid as an efficient recyclable catalyst for the synthesis of 3,4-dihydropyrimidin-2-(1H)-ones/thiones under heterogeneous conditions
-
Silica-bonded N-propyl sulfamic acid (SBNPSA) catalyzed one-pot three component Biginelli condensation of different substituted aromatic aldehydes with ethyl acetoacetate and urea/thoiurea to the respective 3,4- dihydropyrimidin-2-(1H)-ones and thiones in
- Jetti, Srinivasa Rao,Bhatewara, Anjna,Kadre, Tanuja,Jain, Shubha
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p. 469 - 473
(2014/03/21)
-
- Efficient and green catalytic synthesis of dihydropyrimidinone (thione) derivatives using cobalt nitrate in solvent-free conditions
-
A series of 3,4-dihydropyrimidin-2(1H)-one(thione) derivatives was synthesized using Co(NO3)2.6H2O in solvent-free condition. Avoiding organic solvents during the chemical reactions leading to an economic approach is effective. The reaction is characteriz
- Nasr-Esfahani, Masoud,Montazerozohori, Morteza,Aghel-Mirrezaee, Maryam,Kashi, Hassan
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p. 2311 - 2314
(2014/07/22)
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- Li(glycine)(CF3SO3) as an effective and recoverable catalyst for the preparation of 3,4-dihydropyrimidine-2-(1H)-one under solvent-free conditions
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An efficient solvent-free protocol for the synthesis of 3,4-dihydropyrimidine-2-(1H)-one by the one-pot condensation of aldehyde, ethyl acetoacetate and urea using Li(glycine)(CF3SO3) as a reusable acidic ionic liquid is reported. These reactions have the advantages in this work of clean reaction, simple purification, short reaction time and high yields.
- Abbaspour-Gilandeh, Esmayeel,Azimi, Seyyedeh Cobra,Mohammadi-Barkchai, Aidin
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p. 54854 - 54863
(2015/02/05)
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- Ionic liquid effect over the biginelli reaction under homogeneous and heterogeneous catalysis
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Bronsted and Lewis acid catalysts with ionic tags under homogeneous and heterogeneous conditions have been tested to perform the Biginelli synthesis of 3,4-dihydropyrimidin-2(1H)-one (DHPMs). Metal-containing ionic liquids were evaluated as the catalysts
- Alvim, Haline G. O.,De Lima, Tatiani B.,De Oliveira, Heibbe C. B.,Gozzo, Fabio C.,De MacEdo, Julio L.,Abdelnur, Patricia V.,Silva, Wender A.,Neto, Brenno A. D.
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p. 1420 - 1430
(2013/07/26)
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- One-pot, green and efficient synthesis of 3,4-dihydropyrimidin-2(1H)-ones or thiones catalyzed by citric acid
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One-pot three-component condensation of ethyl acetoacetate, aldehyde and urea or thiourea in refluxing ethanol in the presence of catalytic amounts of citric acid afforded the corresponding 3,4-dihydropyrimidin- 2(1H)-ones/thiones in high yields. The cata
- Ghorbani-Choghamarani, Arash,Taghipour, Tahereh,Azadi, Gouhar
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p. 1202 - 1206
(2014/04/03)
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- Biginelli reaction on Fe3O4-MWCNT nanocomposite: Excellent reactivity and facile recyclability of the catalyst combined with ultrasound irradiation
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A highly efficient and improved synthetic methodology for the preparation of dihydropyrimidinone derivatives using β-dicarbonyl compounds, urea/thiourea and aromatic aldehydes using Fe3O4-MWCNT as a nanocatalyst under ultrasound irra
- Safari, Javad,Zarnegar, Zohre
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p. 17962 - 17967
(2013/10/01)
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- The biginelli reaction with an imidazolium-tagged recyclable iron catalyst: Kinetics, mechanism, and antitumoral activity
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The present work describes the synthesis, characterization, and application of a new ion-tagged iron catalyst. The catalyst was employed in the Biginelli reaction with impressive performance. High yields have been achieved when the reaction was carried ou
- Ramos, Luciana M.,Guido, Bruna C.,Nobrega, Catharine C.,Corrêa, José R.,Silva, Rafael G.,De Oliveira, Heibbe C. B.,Gomes, Alexandre F.,Gozzo, Fábio C.,Neto, Brenno A. D.
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supporting information
p. 4156 - 4168
(2013/05/08)
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- One-pot and solvent-free synthesis of 1,4-dihydropyridines and 3,4-dihydropyrimidine-2-ones using new synthetic recyclable catalyst via Biginelli and Hantzsch reactions
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Pyridine dicarboxylic acid guanidine-cobalt complex (PDAG-Co) (3) catalyzes one-pot, three-component coupling of aldehydes, b-dicarbonyl compounds, and ammonium acetate to afford the corresponding 1,4-dihydropyridines (1,4-DHPs) via Hantzsch reaction. 3,4
- Shockravi, Abbas,Kamali, Mahmood,Sharifi, Negar,Nategholeslam, Mahdieh,Moghanlo, Somayeh Pahlavan
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supporting information
p. 1477 - 1483
(2013/05/21)
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- Vanadatesulfuric acid: A novel, recyclable, and heterogeneous catalyst for the one-pot synthesis of dihydropyrimidinones and dihydropyrimidinthiones under solvent-free conditions
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Vanadatesulfuric acid (VSA), as a novel and heterogeneous catalyst, was used for an efficient synthesis of 3,4-dihydropyrimidin-2(1H)-ones (thiones) using an aldehyde, urea, or thiourea and an acyclic β-dicarbonyl compound under solvent-free conditions. V
- Nasr-Esfahani, Masoud,Abdizadeh, Tooba
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p. 596 - 608
(2013/07/25)
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- Glycerin and [Iron(III)(salen)]Cl as an efficient catalytic medium for multicomponent reactions
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In this investigation, glycerol and [Fe(III)(salen)]Cl as a green catalyst system were used in multicomponent reactions for the synthesis of bis(indolyl)methanes, 3,4-dihydropyrimidinones, and 1,4-dihydropyridines, respectively. Excellent product yields and short reaction times were achieved.
- Seyedi, Neda
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