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Journal articles on the topic '4-diketone'

Author: Grafiati

Published: 4 June 2021

Last updated: 27 July 2025

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1

M, T. RAHMAN, and P. NUR H. "The Reaction of Arylmagnesium Halides with Succinic Anhydride." Journal of Indian Chemical Society Vol. 71, June-Aug 1994 (1994): 469–74. https://doi.org/10.5281/zenodo.5895800.

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Department of Chemistry, University of Dhaka, Dhaka 1000, Bangladesh <em>Manuscript received 8 December 1993</em> The reaction of equimolar amounts of phenylmagnesium bromide and succinic anhydride in THF at -78° for 2 h gives subsequent to hydrolytic work-up, 3-benzoylpropionic acid in 76% yield and 4,4-diphenyl-4-butyro- lactone in 3% yield. When two molar equivalents of the Grignard reagent are employed, the yields of these products are respectively 85 and 14%. On the other hand, when four equivalents of the Grignard reagent are employed for every equivalent of succinic anhydride a

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2

Podyachev, Sergey N., Rustem R. Zairov, and Asiya R. Mustafina. "1,3-Diketone Calix[4]arene Derivatives—A New Type of Versatile Ligands for Metal Complexes and Nanoparticles." Molecules 26, no. 5 (2021): 1214. http://dx.doi.org/10.3390/molecules26051214.

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The present review is aimed at highlighting outlooks for cyclophanic 1,3-diketones as a new type of versatile ligands and building blocks of the nanomaterial for sensing and bioimaging. Thus, the main synthetic routes for achieving the structural diversity of cyclophanic 1,3-diketones are discussed. The structural diversity is demonstrated by variation of both cyclophanic backbones (calix[4]arene, calix[4]resorcinarene and thiacalix[4]arene) and embedding of different substituents onto lower or upper macrocyclic rims. The structural features of the cyclophanic 1,3-diketones are correlated with

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3

Shvedova, А. E., I. D. Deltsov, S. N. Sudakova, et al. "Synthesis and Spectral Properties of Conjugated Bis-1,3-diketo Derivatives of Calix[4]arene in the 1,3-alternate Isomeric Form and Their Complexes with Eu3+." Russian Journal of General Chemistry 94, no. 7 (2024): 1610–24. http://dx.doi.org/10.1134/s1070363224070028.

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Abstract Distally substituted bis-1,3-diketone derivatives of calix[4]arene were synthesized, in which chelate groups are attached via a carbonyl carbon atom to the p-positions of phenolic fragments of a macrocycle fixed in 1,3-alternate isomeric form. 1,3-Diketone derivatives were obtained by acylation of magnesium enolate of a calix[4]arene ketone with 1-benzoylbenzotriazoles. In the synthesized compounds, 1,3-diketone groups are conjugated with the π-aromatic system of calix[4]arene. It was found by means of UV spectroscopy and NMR diffusion methods in combination with quantum chemical (DFT

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4

Kurbanova, Malahat Musrat, Abel Mammadali Maharramov, Arzu Zabit Sadigova та ін. "Synthesis, Characterization, DFT, and In Silico Investigation of Two Newly Synthesized β-Diketone Derivatives as Potent COX-2 Inhibitors". Bioengineering 10, № 12 (2023): 1361. http://dx.doi.org/10.3390/bioengineering10121361.

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Despite extensive genetic and biochemical characterization, the molecular genetic basis underlying the biosynthesis of β-diketones remains largely unexplored. β-Diketones and their complexes find broad applications as biologically active compounds. In this study, in silico molecular docking results revealed that two β-diketone derivatives, namely 2-(2-(4-fluorophenyl)hydrazono)-5,5-dimethylcyclohexane-1,3-dione and 5,5-dimethyl-2-(2-(2-(trifluoromethyl)phenyl)hydrazono)cyclohexane-1,3-dione, exhibit anti-COX-2 activities. However, recent docking results indicated that the relative anti-COX-2 a

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5

Rouxel, Cédric, Olivier Mongin, Aurélien Hameau, et al. "BF2 complexes of 1,3-diketones on the surface of phosphorus dendrimers: synthesis and study of the photoluminescence properties." Canadian Journal of Chemistry 95, no. 9 (2017): 948–53. http://dx.doi.org/10.1139/cjc-2017-0135.

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Difluoroboron complexes of monomeric and dimeric diketones and of generations 0–4 of phosphorus dendrimers ended by diketone ligands are synthesized and characterized. Their photoluminescence properties are measured. All compounds exhibit an intense absorption band in the near UV region. Both model dimers and dendrimers show a marked hypsochromic shift of this absorption band compared with the monomeric difluoroboron complex. The fluorescence of the dioxaborine complex subunit in the multichromophoric dendritic architectures is quenched compared with the emission of the isolated monomeric fluo

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6

Lu, Ya Nan, Xiong Yan Zhao та Xin Wang. "Synthesis and Fluorescence Properties of a New Eu(III) Complexes with β-Diketone Ligand". Advanced Materials Research 1003 (липень 2014): 11–14. http://dx.doi.org/10.4028/www.scientific.net/amr.1003.11.

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A novel β-diketone 4-[4-(Dibenzylamino) phenyl]-2,4-dioxobutanoic (DPD) and its corresponding Eu3+ complex with 1,10-phenanthroline were synthesized. The structure, thermal behaviour and fluorescence property of the complex was characterized by Fourier Transform Infrared (FT-IR), thermal gravimetric analysis (TGA) and fluorescence spectrophotometer. The fluorescence characterization shown that the addition of β-diketone and 1,10-phenanthroline enhance the fluorescence intensity of the complex. Eu3+ complex was considered to be a valuable organic light-emitting material with bright red fluoresc

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7

Pranab, Ghosh, and Chakraborty Prasanta. "Action of lithium ethylenediamine on 1,4-diketone." Journal of Indian Chemical Society Vol. 87, Sep 2010 (2010): 1125–28. https://doi.org/10.5281/zenodo.5804791.

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Department of Chemistry, University of North Bengal, Darjeeling-734 013, West Bengal, India <em>E-mail:</em> pizyl2@yahoo.com Fax : 91-0353-2699001 <em>Manuscript received 6 April 2009, revised 8 March 2010, accepted 23 March 2010</em> Reactions or lithium ethylenediamine (Li/EDA) have been carried out on 1,4-diketones such as cholest-4(5)- en-3,6-dlone (1) and hexane-2,5-dione (7). The resulting compounds have been characterized by optical rotation, IR, mass spectra and by comparison with authentic samples.

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8

Nicolae, Anca, Daniela Gavriliu, and Ovidiu Maior. "PHENOXATHIIN CHEMISTRY. NEW CARBONYL COMPOUNDS AND DERIVATIVES." SOUTHERN BRAZILIAN JOURNAL OF CHEMISTRY 6, no. 7 (1998): 47–57. http://dx.doi.org/10.48141/sbjchem.v6.n7.1998.47_1998_2.pdf.

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Starting with 2-acetylphenoxathiin , 2-ω-bromoacetylphenoxathiinyl-10, 10-dioxide 2 was obtained. By means of the Kornblum reaction the corresponding glyoxal 4 was synthesized. From compound 2, the aminothiazole 3 and the 1,4-diketone 7 were also obtained. By the reaction of 2-ω-bromoacetylphenoxathiin 8 and sodium acetylacetonate "one-pot" synthesis of 1,4-diketone 9 was performed. Compound 9 was converted to pyrrolophenoxathiin 11 and 1,4-diketone 7. Starting with the brominated derivative 8 the aminoketones 12 and 13 were obtained. The new compounds were characterized by spectral methods CH

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9

Hommes, Paul, та Hans-Ulrich Reissig. "Synthesis of highly functionalized 2,2'-bipyridines by cyclocondensation of β-ketoenamides – scope and limitations". Beilstein Journal of Organic Chemistry 12 (9 червня 2016): 1170–77. http://dx.doi.org/10.3762/bjoc.12.112.

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The scope of a flexible route to unsymmetrically functionalized bipyridines is described. Starting from 1,3-diketones 1a–e, the corresponding β-ketoenamines 2a–e were converted into different β-ketoenamides 3a–g by N-acylation with 2-pyridinecarboxylic acid derivatives. These β-ketoenamides were treated with a mixture of TMSOTf and Hünig’s base to promote the cyclocondensation to 4-hydroxypyridine derivatives. Their immediate O-nonaflation employing nonafluorobutanesulfonyl fluoride provided the expected 4-nonafloxy-substituted bipyridine derivatives 5a–g in moderate to good overall yields. Th

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10

Martinez, Valentina, Nikola Bedeković, Vladimir Stilinović та Dominik Cinčić. "Tautomeric Equilibrium of an Asymmetric β-Diketone in Halogen-Bonded Cocrystals with Perfluorinated Iodobenzenes". Crystals 11, № 6 (2021): 699. http://dx.doi.org/10.3390/cryst11060699.

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In order to study the effect of halogen bond on tautomerism in β-diketones in the solid-state, we have prepared a series of cocrystals derived from an asymmetric β-diketone, benzoyl-4-pyridoylmethane (b4pm), as halogen bond acceptor and perfluorinated iodobenzenes: iodopentaflourobenzene (ipfb), 1,2-, 1,3- and 1,4-diiodotetraflorobenzene (12tfib, 13tfib and 14tfib) and 1,3,5-triiodo-2,4,6-trifluorobenzene (135titfb). All five cocrystals are assembled by I···N halogen bonds involving pyridyl nitrogen and iodoperfluorobenzene iodine resulting in 1:1 (four compounds) or 1:2 (one compound) cocryst

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11

L., Krishnakumar K., Mathew Paul Ukken та Manju R. "A STUDY ON EFFECT OF INDOLE AS A SUBSTITUENT ON A KETO-ENOL TAUTOMER: A SYNTHETIC APPROACH ON β-DIKETONE". International Journal of Pharmacy and Pharmaceutical Sciences 9, № 8 (2017): 219. http://dx.doi.org/10.22159/ijpps.2017v9i8.19576.

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Objective: The existence of keto-enol tautomerism in β-diketones can typically study by a choice of analytical technique. The position of the keto-enol equilibrium depends on a number of factors like solvent, temperature, and substituents. Here an attempt was made to examine the effect of indole, a heterocyclic moiety with the moderately high polar surface area to examine its effect on ketonisation of β-diketone.Methods: The β-diketone studied and synthesized is a structural analog of magical drug curcumin. The structural influence of indole on ketonisation of β-diketone is studied to give a h

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12

Podyachev, Sergey N., Svetlana N. Sudakova, Gulnaz Sh Gimazetdinova, et al. "Synthesis, metal binding and spectral properties of novel bis-1,3-diketone calix[4]arenes." New Journal of Chemistry 41, no. 4 (2017): 1526–37. http://dx.doi.org/10.1039/c6nj03381d.

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13

Castro-Tamay, Pablo, David Villaman, Jean-René Hamon, and Néstor Novoa. "Isolated Dipolar ONN Schiff Base Regioisomers: Synthesis, Characterization and Crystallographic Study." Molecules 29, no. 24 (2024): 5863. https://doi.org/10.3390/molecules29245863.

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Organic compounds with 1,3-diketone or 3-amino enone functional groups are extremely important as they can be converted into a plethora of carbo- or heterocyclic derivatives or can be used as ligands in the formation of metal complexes. Here, we have achieved the preparation of a series of non-symmetrical β-ketoenamines (O,N,N proligand) of the type (4-MeOC6H4)C(=O)CH=C(R)NH(Q) obtained through the Schiff base condensation of 1,3-diketones (1-anisoylacetone, 1-anisyl-3-(4-cyanophenyl)-1,3-propanedione, and 1-anisyl-3-(4,4,4-trifluorotolyl)-1,3-propanedione) functionalized with electron donor a

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14

Khunt, Hasmukh R., Jayesh S. Babariya, Chandni D. Dedakiya, Charmi A. Maniar, and Yogesh T. Naliapara. "Synthesis and Characterization of Novel (E)-1-(Aylideneamino)-6-(4-Methoxyphenyl)-2-Oxo-4-(Trifluoromethyl)-1,2-Dihydropyridine-3-Carbonitrile Derivatives." International Letters of Chemistry, Physics and Astronomy 30 (March 2014): 185–92. http://dx.doi.org/10.18052/www.scipress.com/ilcpa.30.185.

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We have described simple facile method for the synthesis of Novel (E)-1-(aylideneamino)-6-(4-methoxyphenyl)-2-oxo-4-(trifluoromethyl)-1,2-dihydropyridine-3-carbonitrile derivatives by using 1,3-diketone as synthon. All the synthesized compounds were characterized by IR, Mass and 1H NMR spectroscopy.

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15

Khunt, Hasmukh R., Jayesh S. Babariya, Chandni D. Dedakiya, Charmi A. Maniar, and Yogesh T. Naliapara. "Synthesis and Characterization of Novel (E)-1-(Aylideneamino)-6-(4-Methoxyphenyl)-2-Oxo-4-(Trifluoromethyl)-1,2-Dihydropyridine-3-Carbonitrile Derivatives." International Letters of Chemistry, Physics and Astronomy 30 (March 12, 2014): 185–92. http://dx.doi.org/10.56431/p-76lmht.

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We have described simple facile method for the synthesis of Novel (E)-1-(aylideneamino)-6-(4-methoxyphenyl)-2-oxo-4-(trifluoromethyl)-1,2-dihydropyridine-3-carbonitrile derivatives by using 1,3-diketone as synthon. All the synthesized compounds were characterized by IR, Mass and 1H NMR spectroscopy.

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16

Breen, Jessica R., Graham Sandford, Dmitrii S. Yufit, Judith A. K. Howard, Jonathan Fray, and Bhairavi Patel. "Continuous gas/liquid–liquid/liquid flow synthesis of 4-fluoropyrazole derivatives by selective direct fluorination." Beilstein Journal of Organic Chemistry 7 (August 2, 2011): 1048–54. http://dx.doi.org/10.3762/bjoc.7.120.

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17

Spencer, Peter S. "Neuroprotein Targets of γ-Diketone Metabolites of Aliphatic and Aromatic Solvents That Induce Central–Peripheral Axonopathy". Toxicologic Pathology 48, № 3 (2020): 411–21. http://dx.doi.org/10.1177/0192623320910960.

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Peripheral neuropathy associated with chronic occupational and deliberate overexposure to neurotoxic organic solvents results from axonal degeneration in the central and peripheral nervous system. Human and experimental studies show that axonopathy is triggered by the action of neuroprotein-reactive γ-diketone metabolites formed from exposure to certain aliphatic solvents ( n-hexane, 2-hexanone) and aromatic compounds (1,2-diethylbenzene, 1,2-4-triethylbenzene, 6-acetyl-1,1,4,4-tetramethyl-7-ethyl-1,2,3,4-tetralin). Neuroprotein susceptibility is related primarily to their differential content

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18

(MISS), SUDHA SINGH, P. SINGH R та D. GUPTA V. "Trifluoro-β-diketonates of Tin(IV)". Journal of Indian Chemical Society Vol. 70, Nov-Dec 1993 (1993): 939–42. https://doi.org/10.5281/zenodo.5930316.

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Department of Chemistry, Faculty of Science, Banaras Hindu University, Varanasi-221 005 <em>Manuscript received 31 August 1993</em> Ad ducts and substituted products of tin tetrachloride and monoorganotin trichloride with unsymmetrical trifluroro- ,<em> β</em>-diketones, CF<sub>3</sub>COCH<sub>2</sub>COR (LH) (R =Me, Et, i-Pr and Ph) have been prepared and characterised. Ir spectra of adducts, SnCl<sub>4</sub>.LH are consistent with the enolic form of the chelating diketone leading to an octahedral structure. X-ray crystal and molecular structure of complex, SnCI<sub>2</sub>(CF<sub>3

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19

Han, Guoying, Yanyan Zhou, Yuan Yao, et al. "Preorganized helical chirality controlled homochiral self-assembly and circularly polarized luminescence of a quadruple-stranded Eu2L4 helicate." Dalton Transactions 49, no. 10 (2020): 3312–20. http://dx.doi.org/10.1039/d0dt00062k.

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20

Liu, Hui-Fang, Ling-Guo Meng, Xiao-Li Hao, Qiao Lin, Jian-Fa Li, and Song Xue. "Zinc-Mediated Chain Extension Reaction of o-Phenolic-l,3-diketone to o- Phenolic-l,4-diketone." Letters in Organic Chemistry 10, no. 3 (2013): 216–22. http://dx.doi.org/10.2174/1570178611310030014.

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21

Bibave, Sachin Govind, та Anil E. Athare. "Synthesis, Characterization, Antibacterial, Antifungal, Antioxidant and Anti-Inflammatory Actions of Novel β-Diketone Complex". Oriental Journal of Chemistry 35, № 6 (2019): 1799–804. http://dx.doi.org/10.13005/ojc/350624.

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β-diketone (βd) is prepared using the name reaction Baker-Venkataraman transformation reaction. In this present work, ester (c’) was prepared when 1-(2-Hydroxy-5-methyl-phenyl)-ethanone (a’) was treated with 4-Propoxy-benzoic acid (b’) at 0 °C to 10 °C. (c’) on Baker-Venkataraman transformation to give β-diketone ligand (L’) named as 1-(2-Hydroxy-5-methyl-phenyl)-3-(4-propoxy-phenyl)-propane-1,3-dione. Bidentate ligand (L’) treated with Cu (II) nitrate gives Cu (II) complex (CuL’). (L’) shows tautomerism, this tautomerism phenomenon was studied using FTIR and NMR. Because of enol serve as liga

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22

Pagilla, Shankaraiah, Angajala Kumar, Vianala Sunitha, and Anagani Bhavani. "PEG mediated synthesis of 6-pyrazinyl-/fused pyrazinylquinazolin-4(3H)-ones using Castro-Stephen coupling, oxidation and cyclocondensation reactions." Journal of the Serbian Chemical Society 85, no. 5 (2020): 601–8. http://dx.doi.org/10.2298/jsc190517014p.

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A PEG-mediated green synthesis of 6-pyrazinyl-/fused pyrazinylquinazolin- 4(3H)-ones was developed starting from 6-iodo-3-methyl-2-phenylquinazolin- 4(3H)-one by means of quinazolinone-based internal alkyne/1,2-diketone as intermediates using the Castro?Stephen coupling reaction/potassium permanganate mediated oxidation and cyclocondensation reactions.

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23

Blasi, Delia, Pierluigi Mercandelli та Lucia Carlucci. "Supramolecular Frameworks and a Luminescent Coordination Polymer from New β-Diketone/Tetrazole Ligands". Inorganics 10, № 4 (2022): 55. http://dx.doi.org/10.3390/inorganics10040055.

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Mixed multidentate linkers with donor groups of different types can be fruitfully exploited in the self-assembly of coordination polymers (CPs) and Metal-Organic Frameworks (MOFs). In this work we develop new ligands containing a β-diketone chelating functionality, to better control the stereochemistry at the metal center, and tetrazolyl multidentate bridging groups, a combination not yet explored for networking with metal ions. The new ligands, 1,3-bis(4-(1H-tetrazol-5-yl)phenyl)-1,3-propanedione (H3L1) and 1-phenyl-3-(4-(1H-tetrazol-5-yl)phenyl)-1,3-propanedione (H2L2), are synthesized from

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24

R., C. MAURYA, D. MISHRA D., K. GOHE R. та B. KHAN I. "Synthesis, Magnetic and Spectral Studies of some Novel Mixed-ligand Chelates of Cobalt(II) involving β-Diketone or β-Diketoesters along with 5,7- Diiodo-8-hydroxyquinolinesulphonamides or 2,3_Dimethyl-1-( 4-methylphenyl)-3- pyrazoline-5-one". Journal of Indian Chemical Society Vol. 68, Apr 1991 (1991): 235–36. https://doi.org/10.5281/zenodo.6134914.

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Coordination Chemistry Laboratory, Department of P.G. Studies and Research in Chemistry, R.D. University, Jabalpur-482 001 <em>Manuscript received 6 March 1990, revised 5 October 1990, accepted 24 April 1991</em> <em>β</em>-Diketone and <em>β</em><em>-</em>diketoesters<em> </em>exhibit keto-enol tautomerism. They react with metal cations to form chelates<sup>1</sup>, which behave as Lewis acids and form adducts with Lewis bases<sup>2</sup>. As the chelates of <em>β</em>-diketoesters resemble to those of <em>β</em>-diketone, a study of the reaction of diaquabis(ace

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25

Habibi, Romi, Noval Herfindo, Rudi Hendra, Hilwan Y. Teruna, and Adel Zamri. "Synthesis and Molecular Docking Study of 1-(3-Chloropropyl)-3,5-Bis((E)-4-Methoxybenzylidene)Piperidin-4-One as Dengue Virus Type 2 (DEN2) NS2B/NS3 Protease Inhibitor Candidate." Pharmacology and Clinical Pharmacy Research 5, no. 1 (2020): 14. http://dx.doi.org/10.15416/pcpr.v5i1.25624.

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Curcumin is a secondary metabolite compound that has diverse biological activities. However, it is easily hydrolyzed at physiological pH due to the presence of the β-diketone group. Therefore, the replacement of the β-diketone group with mono ketone is expected to overcome this issue. We hereby report the synthesis of mono ketone curcumin derivatives from piperidone by two-steps reactions. The synthesis of curcumin derivate 3 was carried out by Claisen-Schmidt condensation between 4-piperidone and 4-methoxybenzaldehyde using alkaline catalyst. The synthesized curcumin derivate 3 was then react

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26

Demir, Ayhan S., and Dieter Enders. "Synthesis of Bicyclic and Tricyclic Enones via Regioselective Dialkylation of Cyclic 1,3-Diketone-dimethylhydrazones with 4-Chlorobutane-2-one." Zeitschrift für Naturforschung B 44, no. 7 (1989): 834–38. http://dx.doi.org/10.1515/znb-1989-0718.

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An efficient, regioselective synthesis of substituted bicyclo nonenes and decenes of type (4a, b) and the tricyclic tetradecadiene (5) is described. The key step is the regioselective dialkylation of cyclic 1,3-diketone-dimethylhydrazones (la—e) with 4-chlorobutane-2-one.

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27

Seebacher, Werner, Michael Hoffelner, Ferdinand Belaj, et al. "Formation of 5-Aminomethyl-2,3-dihydropyridine-4(1H)-ones from 4-Amino-tetrahydropyridinylidene Salts." Molecules 28, no. 19 (2023): 6869. http://dx.doi.org/10.3390/molecules28196869.

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Various 4-aminotetrahydropyridinylidene salts were treated with aldehydes in an alkaline medium. Their conversion to 5-substituted β-hydroxyketones in a one-step reaction succeeded only with an aliphatic aldehyde. Instead, aromatic aldehydes gave 5-substituted β-aminoketones or a single δ-diketone. The new compounds were characterized using spectroscopic methods and a single crystal structure analysis. Some of them showed anticancer and antibacterial properties.

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28

Widenhoefer, Ross A. "Palladium-catalyzed alkylation of unactivated olefins." Pure and Applied Chemistry 76, no. 3 (2004): 671–78. http://dx.doi.org/10.1351/pac200476030671.

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The reaction of a 3-butenyl β-diketone with a catalytic amount of PdCl2(CH3CN)2 in dioxane at room temperature led to olefin hydroalkylation and formation of the corresponding 2-acylcyclohexanone in good yield as a single regioisomer. Deuterium-labeling experiments for the hydroalkylation of 7-octene-2,4-dione were in accord with a mechanism involving outer-sphere attack of the pendant enol on a palladium-complexed olefin to form a palladium cyclohexyl species, followed by palladium migration via iterative β-hydride elimination/addition and protonolysis from a palladium enolate complex. In com

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29

Zhao, Wei Guang, Zheng Ming Li, and De Kai Yuan. "A Novel and Facile synthesis of Pyrazolo [3,4-b]Pyridines." Journal of Chemical Research 2002, no. 9 (2002): 454–55. http://dx.doi.org/10.3184/030823402103172635.

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Pyrazolo[3,4- b]pyridines have been obtained by the condensation of 5-amino-4-cyanopyrazole, readily available by the reaction of dithioacetals with substituted hydrazines, with β-ketoesters or β-diketone in the presence of tin(IV) chloride at reflux temperature in dry toluene.

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30

Ramm, M., J. Kind, and H. J. Niclas. "Structure of 5,7-dinitro-2,1,3-benzoxadiazol-4-yl phenyl diketone." Acta Crystallographica Section C Crystal Structure Communications 49, no. 10 (1993): 1779–81. http://dx.doi.org/10.1107/s0108270193001659.

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31

Kurajica, Stanislav, Gregor Mali, Vilko Mandić, and Iva Minga. "Multinuclear Magnetic Resonance Study on Aluminium Sec-butoxide Chelated with Ethyl Acetoacetate in Various Amounts." Croatica chemica acta 92, no. 1 (2019): 17–28. http://dx.doi.org/10.5562/cca3426.

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Reactive aluminum alkoxide (ASB, aluminium sec-butoxide) was chelated using β-diketone (EAA, ethyl acetoacetate) in order to gain control over rapid hydrolysis in the course of the sol-gel process. Derived chelates were analysed using several NMR spectroscopic techniques: one-dimensional 1H, 13C, 27Al NMR and two-dimensional COSY, HSQC and DOSY. The NMR analysis enabled identification of the formed chelate species, as well as determination of their quantitative relationships. Several complexation products were observed: tris-chelated monomer, Al(EAA)3, bis-chelated dimmer, Al2(OnBu)4(EAA) 2, t

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32

Rani, Rekha, Umesh Kumar, Deepak Kumar, Siteshwar Pd Yadav, Arjun Kr Sinha та S. Sharma. "Spectroscopic, Thermal and Antimicrobial Study of Some Transition Metal(II) Complexes of β-Diketones". Asian Journal of Chemistry 32, № 12 (2020): 3173–78. http://dx.doi.org/10.14233/ajchem.2020.22911.

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A novel heterocyclic based β-diketone has been synthesized by the condensation of pyrazole-1-acetylchloride and sodium acetophenone. The product 1-phenyl-4-(pyrazole-1-yl)butane- 1,3-dione has been used for complexation with Mn(II), Fe(II) and Co(II) metal ions. The ligand β-diketone is found to exist in keto-enol tautomeric forms. The comparision of infrared spectra of complexes clearly indicates the coordination of the ligand from its enolic form. The magnetic moment and electronic spectra of all the metal complexes leads to the distorted octahedral symmetry around the metal ion. The ligand

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33

Vasilyeva, T. P., and D. V. Vorobyeva. "1,5-Diketone derivatives in the synthesis of 2,6-diaryl-4-(pyridin-4-yl)pyridines." Russian Chemical Bulletin 70, no. 1 (2021): 191–94. http://dx.doi.org/10.1007/s11172-021-3076-8.

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34

Ferguson, G., C. Glidewell, and C. M. Zakaria. "4-(Ferrocenylmethyl)-2,2,6,6-tetramethyl-3,5-heptanedione, a non-enolized 1,3-diketone." Acta Crystallographica Section C Crystal Structure Communications 50, no. 11 (1994): 1673–76. http://dx.doi.org/10.1107/s0108270194008486.

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35

Arain, MF, RK Haynes, SC Vonwiller, and TW Hambley. "Oxygenation of 1-t-Butylcyclohexa-1,3-diene and Cholesta-2,4-diene in the Presence of Trityl Tetrafluoroborate." Australian Journal of Chemistry 41, no. 4 (1988): 505. http://dx.doi.org/10.1071/ch9880505.

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Whereas the oxygenation of 1-t-butylcyclohexa-1,3-diene (4) in the presence of catalytic amounts of trityl tetrafluoroborate in dichloromethane at -78° under irradiation from a tungsten lamp gives two dimeric epidioxides as major products, cholesta-2,4-diene (5) gives under the same conditions a monomeric endoperoxide. The structures of the dimeric epidioxides have been established by a combination of chemical degradation, high-field 1H n.m.r. and an X-ray crystallographic study on the diketone (12) derived from one of the epidioxides. A mechanism involving the generation of intermediate monom

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36

Kostritskiy, Alexander Yu, Marina G. Nakonechnikova, Olga V. Fedotova, and Nina V. Pchelintseva. "Synthesis and Heterocyclization of 4-Hydroxy-3 - ((2-hydroxy-4,4-dimethyl-6-oxocyclohex1-en-1-yl) (aryl) methyl) -2H-chromen-2-ones." Izvestiya of Saratov University. New Series. Series: Chemistry. Biology. Ecology 20, no. 4 (2020): 362–71. http://dx.doi.org/10.18500/1816-9775-2020-20-4-362-371.

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The possibility of obtaining asymmetric 1,5-diketones based on 4-hydroxy-2H-chromen-2-one and dimedone by three-component condensation in the presence of L-proline as a catalyst is shown. As a result, a series of 4-hydroxy3 - ((2-hydroxy-4,4-dimethyl-6-oxocyclohex1-en-1-yl) (aryl) methyl) -2H-chromen-2-ones was obtained with a yield of 25 up to 73%. The study revealed that the highest yield was observed for compounds containing fragments of ortho-substituted aldehydes capable of forming a hydrogen bond. For meta- and para-substituted – the lowest yield was observed. In the case of ortho-substi

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37

Gan, Liangbing. "Fullerene peroxides in cage-opening reactions." Pure and Applied Chemistry 78, no. 4 (2006): 841–45. http://dx.doi.org/10.1351/pac200678040841.

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Fullerene-mixed peroxides C60(O)(OOtBu)4 and C60(OOtBu)6 are effective precursors for cage-opened fullerene derivatives. Lewis acids induce the heterolysis of peroxo O-O bond in C60(O)(OOtBu)4. Subsequent Hock-type rearrangement affords both [5,6]- and [6,6]-fullerene hemiketals - oxahomofullerene. Photolysis of C60(OOtBu)6 results in the homolysis of O-O and C-O bonds, affording fullerene diketone as the major product. Spectroscopic data and single-crystal analysis confirmed the cage-opening reactions.

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38

du Plessis, WC (Ina), Johannes JC Erasmus, Gert J. Lamprecht та ін. "Cyclic voltammetry of ferrocene-containing β-diketones as a tool to obtain group electronegativities. The structure of 3-ferrocenoyl-1,1,1-trifluoro-2-hydroxyprop-2-ene". Canadian Journal of Chemistry 77, № 3 (1999): 378–86. http://dx.doi.org/10.1139/v99-015.

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Formal reduction potentials (E°' values vs. Ag/Ag+ given in parentheses) in acetonitrile of 1-ferrocenyl-4,4,4-trifluorobutane-1,3-dione (ferrocenoyltrifluoroacetone, Hfctfa, 0.394 V), 1-ferrocenyl-4,4,4-trichlorobutane-1,3-dione (ferrocenoyltrichloroacetone, Hfctca, 0.370 V), 1-ferrocenylbutane-1,3-dione (ferrocenoylacetone, Hfca, 0.313 V), 1-ferrocenyl-3-phenylpropane-1,3-dione (benzoylferrocenoylmethane, Hbfcm, 0.306 V), and 1,3-diferrocenylpropane-1,3-dione (diferrocenoylmethane, Hdfcm, 0.265 and 0.374 V for the two electrochemically nonequivalent ferrocenyl groups) were determined. A line

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39

Yadav, Pradeep, and Y. C. Joshi. "Synthesis and Spectral Study of Novel Norfloxacin Derivatives." E-Journal of Chemistry 5, s2 (2008): 1154–58. http://dx.doi.org/10.1155/2008/357073.

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Reaction of [1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-quinolone-3-carboxylic acid (norfloxacin) with thiazole / benzothiazole diazonium chloride to get new piperazine substituted norfloxacin derivative. These norfloxacin derivatives were further condensed with variousβ-diketone to get novel acid derivatives of 1-Ethyl-6-fluoro-4-oxo-7- [4 (thiazol-2-yldiazenyl)-piperzin-1-yl]-1,4-dihydro-quinoline-3-carboxylic acid (6a-e) and 7-(4-(benzo[d]thiazol-2-yldiazenyl)piperazin-1-yl)-1-ethyl-6-fluoro-4-oxo-1, 4-dihydroquinoline-3-carboxylic acid (6 f-j). Structures of these compounds were

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40

Imai, Yuki, Tsuyoshi Kawai, and Junpei Yuasa. "Metal ion clip: fine-tuning aromatic stacking interactions in the multistep formation of carbazole-bridged zinc(ii) complexes." Chemical Communications 51, no. 50 (2015): 10103–6. http://dx.doi.org/10.1039/c5cc03281d.

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A carbazole-based triple bridging ligand (LH) consisting of two imidazole moieties with a diketone unit forms carbazole-bridged zinc(ii) complexes with structures of [(L<sup>−</sup>)<sub>4</sub>(Zn<sup>2+</sup>)<sub>n</sub>] (n = 2–6), where the strength of aromatic stacking interactions between the carbazole rings increases with an increase in the number of Zn<sup>2+</sup> ions bridged.

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41

Barrios, Leoní A., David Aguilà, Olivier Roubeau, Keith S. Murray, and Guillem Aromí. "A Molecular Chain of Four CoII Ions Stabilized by a Tris-Pyridyl/Bis-?-Diketonate Ligand." Australian Journal of Chemistry 62, no. 9 (2009): 1130. http://dx.doi.org/10.1071/ch09183.

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The synthesis and characterization of a tris-pyridyl/bis-β-diketone molecule (H2L) is reported. This compound acts as a hexadentate ligand towards CoII to facilitate the assembly of a tetranuclear molecular chain of closely spaced metals with formula [Co4L2(MeOH)8](NO3)4 (1), which exhibits a very flat [Co4L2]4+ platform, as determined by single-crystal X-ray diffraction crystallography. Complex 1 readily exchanges axial methanol ligands with water molecules. The bulk magnetization of the resulting hydrate, 1a, shows that the metals in the [Co4L2]4+ moiety exhibit spin-orbit coupling and antif

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42

Salari, Mohammad Reza, Mohammad H. Mosslemin, and Alireza Hassanabadi. "Diastereoselective Synthesis of Functionalised Trans-Tetrahydrobenzofuran-4-Ones in an Aqueous Medium by using DABCO as an Efficient Catalyst." Journal of Chemical Research 41, no. 11 (2017): 657–60. http://dx.doi.org/10.3184/174751917x15094552081215.

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A one-pot, efficient synthesis of 11 novel 2,3-diacylated trans-tetrahydrobenzofuran-4-one derivatives has been achieved via a three-component condensation of a N-(4-halophenacyl)-pyridinium bromide, a cyclic 1,3-diketone such as 5,5-dimethyl-1,3-cyclohexanedione (dimedone) or cyclohexane-1,3-dione and an arylglyoxal in the presence of catalytic amounts of 1,4-diaza-bicyclo[2.2.2]octane (DABCO) in water under reflux conditions. The attractive features of the method are excellent yields and high purity, short reaction times, easy work-up, and use of an inexpensive and non-toxic catalyst.

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43

P., D. LOKHANDE, and J. GHIYA B. "Novel Method in Synthesis of 3-Phenyl-4-styryl- and 3-Phenyl-4-hydroxycoumarins. Formation of 3-Phenylacetic Acid Benzisoxazole from 3-Phenyl-4-hydroxycoumarin and NH20H.HCl." Journal of Indian Chemical Society Vol. 66, May 1989 (1989): 314–15. https://doi.org/10.5281/zenodo.5994640.

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Department of Organic Chemistry, Institute of Science, Nagpur-440 001 <em>Manuscript received 30 August 1988, revised 27 February 1989, accepted 9 March 1989</em> 2'-Hydroxychalcone (1) is esterified with phenylacetic acid in presence of phosphorous oxychloride in pyridine to get 2'-phenylaceblchalcone (2). 2 on Baker- Venkatara- man transformation (BVT) in KOH- pyridine instead of giving β-diketone or \(\gamma\)-chromone derivative gave 3-phenyl-4-styrylcoumarin (3). Similarly, methylsalicylate on esterification with phenylacetic acid gave 2-phenylacetyloxymethyl salicylate

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44

Lvov, Andrey G., Alexey V. Zakharov, Konstantin A. Lyssenko, Vadim V. Kachala, and Valerii Z. Shirinian. "Dialkylation of Ethyl 4-(Het)aryl-3-oxobutanoates as a Route to 5-(2-Oxoethyl)cyclopentenones." Synlett 30, no. 11 (2019): 1321–23. http://dx.doi.org/10.1055/s-0039-1689926.

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An unexplored ability of the long-known chemical transformation, Borsche’s cyclopentenone synthesis (the construction of a 1,4-diketone with subsequent base-induced cyclization), is reported. Double alkylation of ethyl 4-(het)aryl-3-oxobutanoates with 2-bromo-1-(het)arylethanones, with subsequent alkali treatment, provides access to cyclopentenones substituted with a 2-oxoethyl group at the 5-position. These products might serve as valuable synthons for heterocyclization, and this feature was demonstrated by synthesis of 4H-cyclopenta[b]thiophene derivatives.

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45

Gil-Ordóñez, Marta, Camille Aubry, Cristopher Niño, Alicia Maestro, and José M. Andrés. "Squaramide-Catalyzed Asymmetric Mannich Reaction between 1,3-Dicarbonyl Compounds and Pyrazolinone Ketimines: A Pathway to Enantioenriched 4-Pyrazolyl- and 4-Isoxazolyl-4-aminopyrazolone Derivatives." Molecules 27, no. 20 (2022): 6983. http://dx.doi.org/10.3390/molecules27206983.

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A series of N-Boc ketimines derived from pyrazolin-5-ones have been used as electrophiles in enantioselective Mannich reactions with different 1,3-dicarbonyl compounds. This method provides a direct pathway to access the 4-amino-5-pyrazolone derivatives bearing a quaternary substituted stereocenter and containing two privileged structure motifs, the β-diketone and pyrazolinone substructures. The adducts were obtained in excellent yields (up to 90%) and enantioselectivities (up to 94:6 er) by employing a very low loading of 2 mol% of a quinine-derived bifunctional squaramide as an organocatalys

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46

Lapaev, D. V., V. G. Nikiforov, S. N. Sudakova, and S. N. Podyachev. "The effect of crystallization on the Tb<sup>3+</sup> emission parameters in a solution of a terbium(III) complex with tetra-1,3-diketone calix[<a href="#R4">4</a>]arene." Известия Российской академии наук. Серия физическая 87, no. 12 (2023): 1719–23. http://dx.doi.org/10.31857/s0367676523702964.

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An abrupt lengthening (from 295 to 684 μs) of the luminescence decay time of Tb3+ ions in a solution of a terbium(III) complex with tetra-1,3-diketone calix[4]arene in the region of the solution crystallization temperature (212 K) was found. This fact indicates a significant sensitivity of the complex to the structure of the local environment, which can be used both for spectroscopic purposes and for remote monitoring of the phase state of the medium.

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47

Johns, SR, JA Lamberton, TC Morton, H. Suares, and RI Willing. "Campnosperma Exudates. The Optically Active Long Chain 5-Hydroxycyclohex-2-Enones and Long-Chain Bicyclo[3.3.1]Nonane-3,7-Diones." Australian Journal of Chemistry 40, no. 1 (1987): 79. http://dx.doi.org/10.1071/ch9870079.

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Re-examination of the optically active long-chain 5-hydroxycyclohex-2-enones of Campnosperma species has confirmed the former structural assignments, except that in Tigaso oil both the 5- hydroxycyclohex-2-enones and the phenolic components contain a significant (35-40%) proportion of compounds with di-unsaturation in the C19-chain. Further study has been made of the conversion of (-)-endo-4-hexadecyl-l-hydroxybicyclo[3.3.l]nonane-3,7-dione (10) into a mixture of an optically inactive and optically active β- diketones. The major product from this reaction is (�)-5-(1-acetylheptadecy1)cyclohexa

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48

Mishura, Anastasiia, Anna Sklyarova, Dmitriy Sharapa, et al. "Stereoselective preparation of mono- and bis-derivatives of pentacyclo[6.3.0.02,6.03,10.05,9] undecane (D 3-trishomocubane)." Open Chemistry 11, no. 12 (2013): 2144–50. http://dx.doi.org/10.2478/s11532-013-0339-8.

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AbstractThe rearrangement of easily accessible Cookson’s diketone with chlorosulfonic acid in chloroform followed by the acidic hydrolysis gave 6-chloro-7-hydroxy-dichloropentacyclo[6.3.0.02,6.03,10.05,9]undecane-4-one, whose syn-stereochemistry was assigned through the X-ray crystal structure analysis. This key structure was used for the stereoselective synthesis of the D 3-trishomocubane derivatives as well as for the preparation of potential drugs bearing hydroxy- and amino-functional groups. A new multigram preparative synthesis of D 3-trishomocubane was developed.

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49

Komogortsev, Andrey N., Boris V. Lichitsky, and Valeriya G. Melekhina. "4a,7a-Dihydroxy-1-(2-hydroxyethyl)-5-methyl-2′,3′,4a,5′,6′,7a-hexahydrospiro[cyclopenta[b]pyridine-4,4′-pyran]-2,7(1H,3H)-dione." Molbank 2022, no. 4 (2022): M1481. http://dx.doi.org/10.3390/m1481.

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An environment-friendly photochemical approach to the synthesis of 4a,7a-dihydroxy-1-(2-hydroxyethyl)-5-methyl-2′,3′,4a,5′,6′,7a-hexahydrospiro[cyclopenta[b]pyridine-4,4′-pyran]-2,7(1H,3H)-dione from 2-(4-(3-hydroxy-6-methyl-4-oxo-4H-pyran-2-yl)tetrahydro-2H-pyran-4-yl)-N-(2-hydroxyethyl)acetamide was elaborated. The suggested method is based on the ESIPT-promoted contraction of 3-hydroxypyran-4-one fragment followed by intramolecular cyclization of generated in situ α-hydroxy-1,2-diketone intermediate. The distinctive feature of the presented protocol is the employment of water as a solvent f

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50

S, A. MORKHADE, and N. INGLE V. "Synthesis of a few New 2'-Hydroxy-2-benzoyl-3- arylacrylophenones, 3-Benzoyl-2-arylchromones and 5-Benzoyl-1 ,2-dihydro-4-(2-hydroxyphenyl)- 6-aryl-2-thiopyrimidines." Journal of Indian Chemical Society Vol. 66, JAN 1989 (1989): 37–38. https://doi.org/10.5281/zenodo.5948117.

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Department of Chemistry, Nagpur University, Nagpur- 440010 <em>Manuscript received 1 June 1987, revised 27 July 1988, accepted 23 September 1988</em> 2<em>'</em>-Hydroxy-2-benzoyl-3-arylacrylophenones (2) have been prepared by the condensation of appropriate <strong>. </strong>β-diketone (1) and aromatic aldehyde. The acrylophenones thus obtained were oxidised with SeO<sub>2</sub>, to get the respective 3-benzoyl-2-arylchromones (3). These on reaction with thiourea gave 5-benzoyl-1,2-dihydro-4-(2-hydroxyphenyl)-6- aryl-2-thlopyridines (4). The identification of these compounds ha

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