- On the reaction of 3,4-dihydropyrimidones with nitric acid. Preparation and X-ray structure analysis of a stable nitrolic acid [1]
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A series of substituted 3,4-dihydro-2-pyrimidones (DHPMs) was reacted with nitric acid under different reaction conditions. Treatment of DHPMs with 50-65% nitric acid at 0°C led to the formation of the corresponding dehydrogenated 2-pyrimidones in moderate to good yields. In contrast, reaction of one representative DHPM with 60% nitric acid at 50°C led to an unusually stable nitrolic acid, involving nitration, nitrosation, dehydrogenation step. The molecular structure of this product was determined by X-ray crystallographic analysis.
- Puchala, Agnieszka,Belaj, Ferdinand,Bergman, Jan,Oliver Kappe
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- Regioselective dehydrogenation of 3,4-dihydropyrimidin-2(1H)-ones mediated by ceric ammonium nitrate
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Ceric ammonium nitrate (CAN) has been explored for the regioselective oxidation of 3,4-dihydropyrimidin-2(1H)-ones (DHPMs). Interestingly, we obtained ethyl 2,4-dioxo-6-phenyl-tetrahydropyrimidin-5-carboxylates as the major products during the oxidation o
- Shanmugam,Perumal
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Read Online
- Interrogation of 2,2′-Bipyrimidines as Low-Potential Two-Electron Electrolytes
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As utilization of renewable energy sources continues to expand, the need for new grid energy storage technologies such as redox flow batteries (RFBs) will be vital. Ultimately, the energy density of a RFB will be dependent on the redox potentials of the respective electrolytes, their solubility, and the number of electrons stored per molecule. With prior literature reports demonstrating the propensity of nitrogen-containing heterocycles to undergo multielectron reduction at low potentials, we focused on the development of a novel electrolyte scaffold based upon a 2,2′-bipyrimidine skeleton. This scaffold is capable of storing two electrons per molecule while also exhibiting a low (~-2.0 V vs Fc/Fc+) reduction potential. A library of 24 potential bipyrimidine anolytes were synthesized and systematically evaluated to unveil structure-function relationships through computational evaluation. Through analysis of these relationships, it was unveiled that steric interactions disrupting the planarity of the system in the reduced state could be responsible for higher levels of degradation in certain anolytes. The major decomposition pathway was ultimately determined to be protonation of the dianion by solvent, which could be reversed by electrochemical or chemical oxidation. To validate the hypothesis of strain-induced decomposition, two new electrolytes with minimal steric encumbrance were synthesized, evaluated, and found to indeed exhibit higher stability than their sterically hindered counterparts.
- Griffin, Jeremy D.,Pancoast, Adam R.,Sigman, Matthew S.
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p. 992 - 1004
(2021/01/25)
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- Discovery of new phenyl sulfonyl-pyrimidine carboxylate derivatives as the potential multi-target drugs with effective anti-Alzheimer's action: Design, synthesis, crystal structure and in-vitro biological evaluation
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Alzheimer's disease (AD) is multifactorial, progressive neurodegeneration with impaired behavioural and cognitive functions. The multitarget-directed ligand (MTDL) strategies are promising paradigm in drug development, potentially leading to new possible therapy options for complex AD. Herein, a series of novel MTDLs phenylsulfonyl-pyrimidine carboxylate (BS-1 to BS-24) derivatives were designed and synthesized for AD treatment. All the synthesized compounds were validated by 1HNMR, 13CNMR, HRMS, and BS-19 were structurally validated by X-Ray single diffraction analysis. To evaluate the plausible binding affinity of designed compounds, molecular docking study was performed, and the result revealed their significant interaction with active sites of acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE). The synthesized compounds displayed moderate to excellent in vitro enzyme inhibitory activity against AChE and BuChE at nanomolar (nM) concentration. Among 24 compounds (BS-1 to BS-24), the optimal compounds (BS-10 and BS-22) displayed potential inhibition against AChE; IC50 = 47.33 ± 0.02 nM and 51.36 ± 0.04 nM and moderate inhibition against BuChE; IC50 = 159.43 ± 0.72 nM and 153.3 ± 0.74 nM respectively. In the enzyme kinetics study, the compound BS-10 displayed non-competitive inhibition of AChE with Ki = 8 nM. Respective compounds BS-10 and BS-22 inhibited AChE-induced Aβ1-42 aggregation in thioflavin T-assay at 10 μM and 20 μM, but BS-10 at 10 μM and 20 μM concentrations are found more potent than BS-22. In addition, the aggregation properties were determined by the dynamic light scattering (DLS) and was found that BS-10 and BS-22 could significantly inhibit self-induced as well as AChE-induced Aβ1-42 aggregation. The effect of compounds (BS-10 and BS-22) on the viability of MC65 neuroblastoma cells and their capability to cross the blood-brain barrier (BBB) in PAMPA-BBB were further studied. Further, in silico approach was applied to analyze physicochemical and pharmacokinetics properties of the designed compounds via the SwissADME and PreADMET server. Hence, the novel phenylsulfonyl-pyrimidine carboxylate derivatives can act as promising leads in the development of AChE inhibitors and Aβ disaggregator for the treatment of AD.
- Manzoor, Shoaib,Prajapati, Santosh Kumar,Majumdar, Shreyasi,Raza, Kausar,Gabr, Moustafa T.,Kumar, Shivani,Pal, Kavita,Rashid, Haroon,Kumar, Suresh,Krishnamurthy, Sairam,Hoda, Nasimul
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- Synthesis and Evaluation of Dihydropyrimidinones and Their Derivatives against Meloidogyne incognita
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3,4-Dihydropyrimidin-2-ones (DHPMs) were synthesized in good yield using ammonium molybdate as a catalyst under different reaction conditions through ultrasonication technique. Dehydrogenated derivatives of DHPMs, that is, pyrimidin-2-ones were synthesize
- Dhillon, Narpinderjeet K.,Jasmeen,Kaur, Komalpreet,Utreja, Divya
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p. 545 - 551
(2022/01/26)
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- Structure elaboration of isoniazid: synthesis, in silico molecular docking and antimycobacterial activity of isoniazid–pyrimidine conjugates
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Abstract: Designing small molecule-based new drug candidates through structure modulation of the existing drugs has drawn considerable attention in view of inevitable emergence of resistance. A new series of isoniazid–pyrimidine conjugates were synthesize
- Kaur, Hardeep,Singh, Lovepreet,Chibale, Kelly,Singh, Kamaljit
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p. 949 - 955
(2019/11/14)
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- Method for preparing 2-pyrimidinone derivative through oxidative dehydrogenation aromatization
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The invention provides a method for preparing a 2-pyrimidinone derivative. The method comprises the following steps of: heating aldehyde, urea, ethyl acetoacetate and a catalyst metal chloride to react to obtain a 3, 4-dihydropyrimidinone derivative, sequ
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- Enantioselective Synthesis of 3,4-Dihydropyrimidin-2(1 H)-ones through Organocatalytic Transfer Hydrogenation of 2-Hydroxypyrimidines
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Chiral phosphoric acid-catalyzed transfer hydrogenation of 2-hydroxypyrimidines has been successfully realized using Hantzsch ester or dihydrophenanthridine as the hydrogen source, furnishing the chiral 3,4-dihydropyrimidin-2(1H)-ones (DHPMs) with excelle
- Meng, Fan-Jie,Shi, Lei,Feng, Guang-Shou,Sun, Lei,Zhou, Yong-Gui
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p. 4435 - 4442
(2019/03/29)
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- Quinolinium Chlorochromate: An Excellent Reagent for N3-C4 Dehydrogenation of Dihydropyrimidinones and their Antifungal Evaluation
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To enhance the efficacy of 3,4-dihydropyrimidin-2-ones (DHPMs) as an antifungal agent, their dehydrogenated derivatives, i.e., pyrimidin-2-ones were synthesized employing quinolinium chlorochromate as an oxidizing agent. The synthesized compounds were scr
- Kaur, Jaspal,Utreja, Divya,Verma, Vibha
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- Palladium-catalyzed dehydrogenation of dihydro-heterocycles using isoprene as the hydrogen acceptor without oxidants
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An efficient and general method for Pd-catalyzed dehydrogenative aromatization of dihydro-heteroatom compounds without external O2 and H2 is first described. The protocol firstly uses isoprene as a hydrogen acceptor. Various dihydro-
- Liu, Xiao-Jun,Wang, Wen-Peng,Huo, Cong-De,Wang, Xi-Cun,Quan, Zheng-Jun
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p. 565 - 569
(2017/08/14)
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- 4-Bis(triphenylphosphonium)-2-butene peroxodisulfate as an efficient oxidizing agent for one-pot synthesis of ethyl pyrimidin-2(1H)-one-5-carboxylates
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An efficient one-pot synthesis of pyrimidin-2(1H)-ones via three-component condensation of aldehyde, ethyl acetoacetate and urea using 1,4-bis(triphenylphosphonium)-2-butene peroxodisulfate [BTPBPDS] as an oxidant is described.
- Gorjizadeh,Afshari
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p. 842 - 845
(2017/05/29)
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- Acridone-pyrimidine hybrids- design, synthesis, cytotoxicity studies in resistant and sensitive cancer cells and molecular docking studies
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Hybrid systems of acridones with substituted pyrimidines were designed with an objective of discovering next generation anticancer agents targeting multiple mechanisms in the cancer cell. Hybrid compounds were synthesized by simple and convenient methods
- Murahari, Manikanta,Prakash, Karanam Vanitha,Peters, Godefridus J.,Mayur
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p. 961 - 981
(2017/09/08)
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- Synthesis and fluorescence of pyrazolines substituted with pyrimidine and ferrocene subunits
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1,3,5-Trisubstituted 2-pyrazolines were synthesized by the reaction of chalcones with hydrazine in hot ethanol. Their structures were elucidated by 1H NMR, 13C NMR, IR, MS and elemental analysis. The fluorescence spectra were measure
- Liu, Manman,Zhang, Jian
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- Direct amination of pyrimidin-2-yl tosylates with aqueous ammonia under metal-free and mild conditions
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Abstract A metal-free synthesis of pyrimidine functionalized primary amines via direct amination of pyrimidin-2-yl tosylate with aqueous ammonia has been developed under mild conditions. The desired products pyrimidin-2-amines can be generated in excellen
- Gong, Hai-Peng,Zhang, Yue,Da, Yu-Xia,Zhang, Zhang,Quan, Zheng-Jun,Wang, Xi-Cun
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p. 667 - 671
(2015/08/03)
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- 4-aryl-pyrimidin-2-yl tosylates as efficient reaction partners: Application to the synthesis of pyrimidines functionalised with propargyloxy and 1,2,3-triazolo groups
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The 4-arylated pyrimidin-2-yl tosylate derivatives, easily prepared from cheap commercial materials, reacted efficiently with propargyl alcohol/NaOBut to give the corresponding 4-arylated 2-propargyloxy-pyrimidine derivatives which, in a onepot
- Quan, Zheng-Jun,Fang, Shao-Wei,Da, Yu-Xia,Zhang, Zhang,Wang, Xi-Cun
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p. 170 - 173
(2015/06/02)
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- Primaquine-pyrimidine hybrids: Synthesis and dual-stage antiplasmodial activity
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Abstract A series of novel pyrimidine-primaquine hybrids were synthesized and their effectiveness against the blood and liver stages of malaria parasites was evaluated. The hybrids displayed enhanced liver stage in vitro activity against P. berghei liver
- Kaur, Hardeep,Machado, Marta,De Kock, Carmen,Smith, Peter,Chibale, Kelly,Prudêncio, Miguel,Singh, Kamaljit
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p. 266 - 273
(2015/07/08)
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- Synthesis of dihydropyrimidine α,μ3-diketobutanoic acid derivatives targeting HIV integrase
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The synthesis and antiviral evaluation of a series of dihydropyrimidinone and thiopyrimidine derivatives bearing aryl α,γ-diketobutanoic acid moiety are described using the Biginelli multicomponent reaction as key step. The most active among 20 synthesized novel compounds were 4c, 4d and 5b, which possess nanomolar HIV-1 integrase (IN) stand transfer (ST) inhibition activities. In order to understand their mode of interactions within the IN active site, we docked all the compounds into the previously reported X-ray crystal structure of IN. We observed that compounds 4c, 4d and 5b occupied an area close to the two catalytic Mg2+ ions surrounded by their chelating triad (E221, D128 and D185), DC16, Y212 and the β-diketo acid moiety of 4c, 4d and 5b chelating Mg2+. As those compounds lack anti-HIV activities in cell, their prodrugs were synthetized. The prodrug 4c′ exhibited an anti-HIV activity of 0.19 μM in primary human lymphocytes with some cytotoxicity. All together, these results indicate that the new analogs potentially interact within the catalytic site with highly conserved residues important for IN catalytic activity.
- Sari, Ozkan,Roy, Vincent,Métifiot, Mathieu,Marchand, Christophe,Pommier, Yves,Bourg, Stéphane,Bonnet, Pascal,Schinazi, Raymond F.,Agrofoglio, Luigi A.
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p. 127 - 138
(2015/10/28)
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- A probe with aggregation induced emission characteristics for screening of iodide
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The dilution controlled aggregation enhanced emission of spherically aggregated form of a triazole based probe dies down upon detecting iodide over other inorganic anions. The sensing is realised as a dynamic quenching mechanism dominated event. Being hig
- Chopra, Rakesh,Kaur, Paramjit,Singh, Kamaljit
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supporting information
p. 16233 - 16237
(2015/09/28)
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- Ferrocene-pyrimidine conjugates: Synthesis, electrochemistry, physicochemical properties and antiplasmodial activities
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The promise of hybrid antimalarial agents and the precedence set by the antimalarial drug ferroquine prompted us to design ferrocene-pyrimidine conjugates. Herein, we report the synthesis, electrochemistry and anti-plasmodial evaluation of ferrocenyl-pyrimidine conjugates against chloroquine susceptible NF54 strain of the malaria parasite Plasmodium falciparum. Also their physicochemical properties have been studied.
- Chopra, Rakesh,De Kock, Carmen,Smith, Peter,Chibale, Kelly,Singh, Kamaljit
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- Palladium(II) catalyzed Suzuki/Sonogashira cross-coupling reactions of sulfonates: An efficient approach to C2-functionalized pyrimidines and pyridines
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Pyrimidin-2-yl sulfonates, as a reaction partner, can be easily prepared from inexpensive commercial materials and are efficiently cross-coupled with arylboronic acids and terminal alkynes by using Pd(OAc)2-catalyzed Suzuki and Sonogashira reactions. A wide array of C2-functionalized pyrimidines have been prepared in good to excellent yields. 2-Arylpyridines and 2-(oct-1-ynyl)pyridine were also synthesized. An efficient means to synthesize expanded pyrimidin-2-yl conjugated systems was developed by using Pd(OAc) 2-catalyzed cross-coupling reaction of pyrimidin/pyridin-2-yl sulfonates with arylboronic acids and terminal alkynes. Compared with 2-chloropyrimidines, pyrimidin-2-yl sulfonates can be easily prepared from inexpensive commercial materials and the reactions are more efficient. Copyright
- Quan, Zheng-Jun,Jing, Fu-Qiang,Zhang, Zhang,Da, Yu-Xia,Wang, Xi-Cun
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supporting information
p. 7175 - 7183
(2013/11/06)
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- Synthesis of 4-aminoquinoline - Pyrimidine hybrids as potent antimalarials and their mode of action studies
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One of the most viable options to tackle the growing resistance to the antimalarial drugs such as artemisinin is to resort to synthetic drugs. The multi-target strategy involving the use of hybrid drugs has shown promise. In line with this, new hybrids of
- Singh, Kamaljit,Kaur, Hardeep,Chibale, Kelly,Balzarini, Jan
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p. 314 - 323
(2013/10/01)
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- Novel and chemoselective dehydrogenation of 3,4-dihydropyrimidin-2(1h)-ones with 1,4-bis(triphenylphosphonium)-2-butene peroxodisulfate
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3,4-Dihydropyrimidin-2(1H)-ones were efficiently converted into the corresponding pyrimidin-2(1H)-ones in high yields within a short period of time on treatment with aqueous acetonitrile using 1,4-bis(triphenylphosphonium)-2- butene peroxodisulfate. Chemo
- Gorjizadeh, Maryam
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p. 1751 - 1754
(2013/07/26)
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- A quinoline-based turn-off fluorescent cation sensor
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A quinoline-based cation sensor shows turn-off fluorescent behavior in the presence of Hg2+, Fe3+ and Cu2+ over other cations and offers discrimination of these cations from each other on the basis of the extent of quenching. The observed electronic absorption perturbations are in good agreement with theoretical (DFT, TD-DFT) calculations. The Royal Society of Chemistry.
- Kaur, Paramjit,Kaur, Hardeep,Singh, Kamaljit
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- Facile aromatization of 3,4-dihydropyrimidin-2(1H)-ones (DHPMs) by iodine
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A facile aromatization of 3,4-dihydropyrimidin-2(1H)-ones using iodine in dimethyl sulfoxide under microwave irradiation was carried out which is more efficient and gives high yield in less time; presently it is the most important catalyst for dehydrogena
- Kodape, Manisha M.,Aswar, Anand S.,Gawhale, Nandkishor D.,Humne, Vivek T.,Mir, Bilal Ahmad
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p. 1339 - 1342
(2013/02/22)
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- Free-radical oxidation of 1,2,3,4-tetrahydro-2-oxopyrimidines
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Free-radical oxidation of 4-substituted 5-acetyl-and 5-carboethoxy-1,2,3,4- tetrahydro-2-oxopyrimidines using benzoyl peroxide under thermal conditions has been investigated to elucidate the effects of the nature of the substituents in the 4- and 5-positi
- Memarian, Hamid Reza,Jafarpour, Nazanin,Farhadi, Asadallah
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experimental part
p. 277 - 281
(2012/07/02)
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- An efficient and rapid dehydrogenation of 4-aryl-3,4-dihydropyrimidin-2(1H) -ones (DHPMs) using CAN/HCl
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An efficient and operationally simple method for the dehydrogenation of 4-aryl-3,4-dihydropyrimidin-2(1H)-ones (DHPMs) has been developed using CAN/HCl. 2012 Elsevier Ltd. All rights reserved.
- Karade, Hitendra N.,Acharya, Jyotiranjan,Kaushik, Mahabir Parshad
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p. 5541 - 5543
(2012/11/07)
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- Substituent effect in photocatalytic oxidation of 2-oxo-1,2,3,4- tetrahydropyrimidines using TiO2 nanoparticles
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The semiconductor-sensitized oxidation of various 1-, 4- and 5-substituted 2-oxo-1,2,3,4-tetrahydropyrimidines was carried out in acetonitrile using TiO2 anatase nanoparticles. The aims of this study were to elucidate the effects of the nature
- Memarain, Hamid R.,Ranjbar, Mahnaz
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experimental part
p. 46 - 52
(2012/04/17)
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- Light-induced free radical oxidation of 2-oxo-1,2,3,4-tetrahydropyrimidines
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A variety of 4-substituted 5-acetyl- and 5-carboethoxy-2-oxo-1,2,3,4- tetrahydropyrimidines were oxidized under UV irradiation in the presence or absence of benzoyl peroxide. The nature of the substituents on the 4- and 5-positions of the heterocyclic rin
- Memarian, Hamid Reza,Hejazi, Leila,Farhadi, Asadallah
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experimental part
p. 263 - 268
(2012/06/30)
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- 2-Aminopyrimidine based 4-aminoquinoline anti-plasmodial agents. Synthesis, biological activity, structure-activity relationship and mode of action studies
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2-Aminopyrimidine based 4-aminoquinolines were synthesized using an efficacious protocol. Some of the compounds showed in vitro anti-plasmodial activity against drug-sensitive CQS (3D7) and drug-resistant CQ R (K1) strains of Plasmodium falciparum in the nM range. In particular, 5-isopropyloxycarbonyl-6-methyl-4-(2-nitrophenyl)-2-[(7- chloroquinolin-4-ylamino)butylamino] pyrimidine depicted the lowest IC 50 (3.6 nM) value (56-fold less than CQ) against CQR strain. Structure-activity profile and binding with heme, μ-oxo-heme have been studied. Binding assays with DNA revealed better binding with target parasite type AT rich pUC18 DNA. Most compounds were somewhat cytotoxic, but especially cytostatic. Molecular docking analysis with Pf DHFR allowed identification of stabilizing interactions.
- Singh, Kamaljit,Kaur, Hardeep,Chibale, Kelly,Balzarini, Jan,Little, Susan,Bharatam, Prasad V.
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scheme or table
p. 82 - 97
(2012/08/08)
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- Light-induced dehydrogenation of 2-oxo-1,2,3,4-tetrahydropyrimidine-5- carboxamides
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The light sensitivity of various 2-oxo-1,2,3,4- tetrahydropyrimidine-5- carboxamides (THPMs) was investigated by exposing them to UV light in order to elucidate the effects of the nature of the substituents located on the 4- and 5-positions of the heteroc
- Memarian,Soleymani,Sabzyan
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p. 805 - 813
(2013/02/22)
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- Substituent effects on the voltammetric studies of 2-oxo-1,2,3,4- tetrahydropyrimidines
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The electrochemical oxidation of various substituted 2-oxo-1,2,3,4- tetrahydropyrimidines (THPMs) in acetonitrile has been studied using voltammetric methods at a glassy carbon electrode to investigate the steric and electronic effects of the substituents
- Memarian, Hamid R.,Ranjbar, Mahnaz,Sabzyan, Hassan,Kiani, Abolfazl
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p. 1001 - 1011
(2013/02/22)
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- Efficient aerobic oxidative dehydrogenation of dihydropyrimidinones and dihydropyrimidines
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4-Substituted dihydropyrimidinones and dihydropyrimidines were first efficient aerobic oxidized to the corresponding pyrimidinones and pyrimidines, respectively, in high yields by molecular oxygen in the presence of catalytic amount of N-hydroxyphthalimid
- Han, Bing,Han, Run-Feng,Ren, Yu-Wei,Duan, Xiao-Yong,Xu, Yi-Chuan,Zhang, Wei
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p. 5615 - 5620
(2011/08/09)
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- Zinc oxide suspension in photocatalytic oxidation of dihydropyrimidinones
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Zinc oxide has been used for the photocatalytic oxidation of some ethyl 3,4-dihydropyrimidin-2(1H)-one-5-carboxylates to their corresponding ethyl pyrimidin-2(1H)-one-5-carboxylates under UV irradiation by 400W high pressure mercury lamp in oxygen atmosph
- Nasr-Esfahani,Montazerozohori
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experimental part
p. 3841 - 3844
(2012/01/06)
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- Photochemical preparation of pyrimidin-2(1 H)-ones by rhenium(I) complexes with visible light
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With visible light irradiation (λ > 400 nm) of rhenium(I) complexes (P1-P4), a photochemical conversion from 3,4-dihydropyrimidin-2(1H)- ones to pyrimidin-2(1H)-ones at room temperature has been achieved with good to excellent yields in CH3CN-H
- Liu, Qiang,Li, Ya-Nan,Zhang, Hui-Hui,Chen, Bin,Tung, Chen-Ho,Wu, Li-Zhu
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experimental part
p. 1444 - 1447
(2011/04/27)
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- Facile transformation of Biginelli pyrimidin-2(1H)-ones to pyrimidines. In vitro evaluation as inhibitors of Mycobacterium tuberculosis and modulators of cytostatic activity
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A series of pyrimidine derivatives bearing amine substituents at C-2 position were obtained from Biginelli 3,4-dihydropyrimidin-2(1H)-ones and the effect of structural variation on anti-TB activity against Mycobacterium tuberculosis H37Rv strai
- Singh, Kamaljit,Singh, Kawaljit,Wan, Baojie,Franzblau, Scott,Chibale, Kelly,Balzarini, Jan
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scheme or table
p. 2290 - 2294
(2011/06/22)
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- Synthesis of 2-substituted pyrimidines via cross-coupling reaction of pyrimidin-2-yl sulfonates with nucleophiles in polyethylene glycol 400
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A mild and rapid procedure to the synthesis of 2-substituted pyrimidines was developed via sequential functionalization of easily available Biginelli 3,4-dihydropyrimidine-2(1H)-ones via oxidation, esterification, followed by cross-coupling reaction of pyrimidin-2-yl sulfonates with N, S, and O nucleophiles in PEG-400 as a green reaction medium at room temperature. Georg Thieme Verlag Stuttgart New York.
- Wang, Xi-Cun,Yang, Guo-Jun,Quan, Zheng-Jun,Ji, Peng-Yan,Liang, Jun-Ling,Ren, Rong-Guo
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scheme or table
p. 1657 - 1660
(2010/08/20)
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- Oxidation of Biginelli reaction products: Synthesis of 2-unsubstituted 1,4-dihydropyrimidines, pyrimidines, and 2-hydroxypyrimidines
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We have devised a new route toward 2-unsubstituted pyrimidine derivatives from the Biginelli product, dihydropyrimidin-2(1H)-thiones in two steps: Oxidation of dihydropyrimidin-2(1H)-thiones using oxone on wet alumina or hydrogen peroxide in the presence
- Sam, Sik Kim,Bo, Seung Choi,Jae, Hoon Lee,Ki, Kon Lee,Tae, Hee Lee,Young, Ho Kim,Shin, Hyunik
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scheme or table
p. 599 - 602
(2009/07/11)
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- Acyclic and cyclic silylaminohydrazines
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The reaction of H2N-NH2 with ClSiMe2N(SiMe3) 2 in a molar ratio 1 : 2 gave the bis(silylamino) hydrazine [HNSiMe2-N(SiMe3)2]2 (1). Compound 1 forms a monomeric dilithium salt wit
- Klingebiel, Uwe,Matthes, Christoph,Ringe, Arne,Magull, Joerg
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experimental part
p. 532 - 540
(2010/03/03)
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- Light-induced dehydrogenation of 3,4-dihydropyrimidin-2(1H)-ones
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UV light irradiation of Biginelli 3,4-dihydropyrimidin-2(1H)-ones in chloroform in an argon atmosphere leads to dehydrogenation of these compounds to their corresponding pyrimidin-2(1H)-ones in excellent yields. Irradiation in the same solvent under an ox
- Memarian, Hamid Reza,Farhadi, Asadollah
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experimental part
p. 1217 - 1220
(2011/10/05)
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- An efficacious protocol for the oxidation of 3,4-dihydropyrimidin-2(1H)- ones using pyridinium chlorochromate as catalyst
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4-Unsubstituted as well as 4,6-aryl/alkyl-3,4-dihydropyrimidin-2(1H)-ones were oxidized under neutral conditions using pyridinium chlorochromate to obtain the corresponding pyrimidin-2(1H)-ones in a synthetically useful manner.
- Singh, Kamaljit,Singh, Kawaljit
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experimental part
p. 910 - 913
(2009/04/11)
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- A novel combination of (diacetoxyiodo)benzene and tert-butylhydroperoxide for the facile oxidative dehydrogenation of 3,4-dihydropyrimidin-2(1H)-ones
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A clean and efficient oxidative dehydrogenation of 3,4-dihydropyrimidin-2(1H)-ones to 1,2-dihydropyrimidines has been achieved through a novel combination of (diacetoxyiodo)benzene and tert-butylhydroperoxide in CH2Cl2.
- Karade, Nandkishor N.,Gampawar, Sumit V.,Kondre, Jeevan M.,Tiwari, Girdharilal B.
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experimental part
p. 6698 - 6700
(2009/04/07)
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- Synthesis and aromatization of dihydropyrimidines structurally related to calcium channel modulators of the nifedipine-type
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A series of 4-substituted ethyl 2-methoxy-6-methyl-1,4-dihydropyrimidine-5-carboxylates has been synthesized and was successfully aromatized to the corresponding pyrimidines with various oxidizing reagents. O-Demethylation of such pyrimidines provides a simple route to pyrimidinone derivatives which are otherwise difficult to obtain.
- Vanden Eynde, Jean Jacques,Audiart, Nancy,Canonne, Vale?rie,Michel, Sophie,Van Haverbeke, Yves,Oliver Kappe
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p. 1967 - 1978
(2007/10/03)
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