34906-28-0Relevant academic research and scientific papers
An efficient synthesis of 5-alkoxycarbonyl-4-aryl-3,4-dihydro-pyrimidin- 2(1H)-ones catalyzed by KSF montmorillonite
Lin, Haixia,Ding, Jinchang,Chen, Xianten,Zhang, Ziyi
, p. 1240 - 1243 (2000)
A mild and efficient catalytic method for synthesis of 5-alkoxycarbonyl-4- aryl-3, 4-dihydropyrimidin-2(1H)-ones using KSF montmorillonite as catalyst is described.
Trinuclear cis–[MoVIO2] complexes catalyzed efficient synthesis of 3,4-dihydropyrimidin-2(1H)-one based biomolecules via one-pot-three-components Biginelli reaction under solvent-free condition
Gupta, Puneet,Maurya, Mannar R.,Singh, Devesh,Tomar, Reshu
, (2021/12/20)
The tricompartmental ligands tris(H2ONO) [H6L1-3 (I–III)] having C3 symmetry, obtained from the condensation of benzene-1,3,5-tricarbohydrazide and 3-acetyl-2-hydroxy-6-methyl-4H-pyran-4-one (I), 3-acetyl-4-hydr
Interrogation of 2,2′-Bipyrimidines as Low-Potential Two-Electron Electrolytes
Griffin, Jeremy D.,Pancoast, Adam R.,Sigman, Matthew S.
supporting information, p. 992 - 1004 (2021/01/25)
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.
Iridium-Catalyzed Asymmetric Hydrogenation of 4,6-Disubstituted 2-Hydroxypyrimidines
Feng, Guang-Shou,Shi, Lei,Meng, Fan-Jie,Chen, Mu-Wang,Zhou, Yong-Gui
supporting information, p. 6415 - 6419 (2018/10/15)
An efficient iridium-catalyzed hydrogenation of 4,6-disubstituted 2-hydroxypyrimidines has been achieved, giving chiral cyclic ureas with excellent diastereoselectivities and up to 96% ee of enantioselectivities. In the presence of the in situ generated h
Synthesis of dihydropyrimidine α,μ3-diketobutanoic acid derivatives targeting HIV integrase
Sari, Ozkan,Roy, Vincent,Métifiot, Mathieu,Marchand, Christophe,Pommier, Yves,Bourg, Stéphane,Bonnet, Pascal,Schinazi, Raymond F.,Agrofoglio, Luigi A.
, p. 127 - 138 (2015/10/28)
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.
Synthesis of novel nucleosides and stereoselectivity of N-glycosidation
Michigami, Kyosuke,Uchida, Satoshi,Adachi, Miho,Hayashi, Masahiko
supporting information, p. 595 - 599 (2013/07/27)
An efficient synthetic route for novel nucleosides has been realized. We report the formation of a-isomers in spite of neighboring group participation by the benzoyl group at the 2-position in N-glycosidation as well as discuss the stereoselectivity obser
Microwave assisted solvent-free one pot biginelli synthesis of dihydropyrimidinone compounds on melamine-formaldehyde as a solid support
Rezaei, Ramin,Mohammadi, Mohammad Kazem,Khaledi, Adiba
, p. 4588 - 4590 (2013/06/27)
An effective one-pot synthesis of dihydropyrimidinonoes using Melamine-formaldehyde resin supported H+ (MFRH) as an inexpensive and readily available reagent through Biginelli condensation reaction of aldehyde, 1,3-dicarbonyl compounds and (thio)urea in c
Sulfonated carbon catalyzed Biginelli reaction for one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones and -thiones
Moghaddas, Maryam,Davoodnia, Abolghasem,Heravi, Majid M.,Tavakoli-Hoseini, Niloofar
experimental part, p. 706 - 710 (2012/07/31)
A sulfonated carbon material was shown to be a highly efficient, eco-friendly, and recyclable solid acid catalyst for the Biginelli reaction of β-ketoester, aldehyde, and urea or thiourea under solvent-free conditions. It gave 3,4-dihydropyrimidin-2(1H)-ones and -thiones in good to excellent yields. This method has the advantages of a simple procedure with easy work-up, short reaction time, and high yields. The catalyst can be recycled after a simple work-up and was reused four times without substantial reduction in activity.
Efficient aerobic oxidative dehydrogenation of dihydropyrimidinones and dihydropyrimidines
Han, Bing,Han, Run-Feng,Ren, Yu-Wei,Duan, Xiao-Yong,Xu, Yi-Chuan,Zhang, Wei
supporting information; experimental part, p. 5615 - 5620 (2011/08/09)
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
One-pot three-component Biginelli-type reaction catalyzed by ionic liquids in aqueous media
Fang, Dong,Zhang, Dai-Zhen,Liu, Zu-Liang
experimental part, p. 419 - 423 (2011/07/31)
For the first time, 3,4-dihydropyrimidin-2(1H)-one and 3,4- dihydropyrimidin-2(1H)-thione derivatives have been synthesized in good yields by a modified Biginelli-type reaction with dicationic acidic ionic liquids as catalysts. The products could be separ
