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Journal articles on the topic 'A-diketones'

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Published: 5 June 2025

Last updated: 1 August 2025

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1

Su, Biyun, Yifan Hou, Li Wang та ін. "The Syntheses, Characterization and Crystal Structures of a Series of Heterocyclic β-Diketones and Their Isoxazole Compounds". Current Organic Synthesis 16, № 8 (2020): 1174–84. http://dx.doi.org/10.2174/1570179416666191022113022.

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Background: In the field of coordination chemistry, the introduction of heterocyclic substituents into the structure of β-diketone enables ligand to produce multiple coordination sites. The adoption of small steric oxime group into the structure of heterocyclic β-diketone by Schiff-base condensation will further increase coordination sites and facilitate the generation of polynuclear structures. Objective: A series of β-diketones (2a-2c) containing different heterocycles such as pyridine, thiophene and furan and their corresponding isoxazole compounds (3a-3c) were synthesized. Materials and Me

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2

Talbi, Soumaya, Mustapha Dib, Latifa Bouissane, Hafid Abderrafia, Souad Rabi, and Mostafa Khouili. "Recent Progress in the Synthesis of Heterocycles based on 1,3-diketones." Current Organic Synthesis 19, no. 2 (2022): 220–45. http://dx.doi.org/10.2174/1570179418666211011141428.

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: N,O-heterocycles containing the dicarbonyl ring play a significant role in heterocyclic and therapeutic chemistry. Since the discovery of 1,3-diketones, numerous research works have been achieved regarding the synthesis and its chemical reactivity. In this review, we have described the most relevant publications involving β-diketone compounds published during the period between 2018 to date. In addition, we include the 1,3-diketones-based heterocyclic compounds prepared by various synthetic methodologies.

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3

Tomachynski, L. A., V. Ya Chernii та S. V. Volkov. "Synthesis and spectral characterization of bis(β-diketonato)zirconium(IV) and -hafnium(IV) phthalocyaninates". Journal of Porphyrins and Phthalocyanines 06, № 02 (2002): 114–21. http://dx.doi.org/10.1142/s1088424602000154.

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The reaction of PcMCl 2 ( M = Zr , Hf ) with β-diketones is reported. 1 H NMR and elemental analysis suggest the substitution of two Cl atoms for two β-diketone fragments takes place as a result of this reaction and the complexes PcM(β-dik)2 are formed. All obtained complexes are stable and highly soluble in most organic solvents. The data from 1 H and 19 F NMR, and UV-vis spectroscopy suggest the coordination of two β-diketone ligands in a cis geometry about the central atom of the macrocycle. It was shown bis(β-diketonato)zirconium(IV) and hafnium(IV) phthalocyanines containing β-diketones w

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4

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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5

Chen, Xiao, Wei Liu, Lu Wang та ін. "Diabetes mellitus is associated with elevated urinary pyrrole markers of γ-diketones known to cause axonal neuropathy". BMJ Open Diabetes Research & Care 8, № 1 (2020): e001575. http://dx.doi.org/10.1136/bmjdrc-2020-001575.

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IntroductionProgressive distal symmetrical axonal neuropathy, a complication of diabetes mellitus (DM), has an unknown cause. Normal physiological metabolism and diabetic dysmetabolism are associated with the generation of γ-diketones. γ-Diketones form pyrroles with protein amines, notably with axonal proteins required for the maintenance of nerve fiber integrity, especially elongate, large-diameter peripheral nerve fibers innervating the extremities. We tested the hypothesis that neuropathy-associated γ-diketone pyrroles are elevated in DM.Research design and methodsWe measured the urinary co

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6

GROGAN, Gideon. "Emergent mechanistic diversity of enzyme-catalysed β-diketone cleavage". Biochemical Journal 388, № 3 (2005): 721–30. http://dx.doi.org/10.1042/bj20042038.

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The enzymatic cleavage of C–C bonds in β-diketones is, comparatively, a little studied biochemical process, but one that has important relevance to human metabolism, bioremediation and preparative biocatalysis. In recent studies, four types of enzymes have come to light that cleave C–C bonds in the β-diketone functionality using different chemical mechanisms. OPH [oxidized poly(vinyl alcohol) hydrolase from Pseudomonas sp. strain VM15C], which cleaves nonane-4,6-dione to butyrate and pentan-2-one is a serine-triad hydrolase. Dke1 (diketone-cleaving enzyme from Acinetobacter johnsonii) is a dio

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7

Wang, Guanjie, Min Zhang, Yezhi Guan, et al. "Desymmetrization of Cyclic 1,3-Diketones under N-Heterocyclic Carbene Organocatalysis: Access to Organofluorines with Multiple Stereogenic Centers." Research 2021 (August 23, 2021): 1–13. http://dx.doi.org/10.34133/2021/9867915.

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Symmetric 1,3-diketones with fluorine or fluorinated substituents on the prochiral carbon remain to be established. Herein, we have developed a novel prochiral fluorinated oxindanyl 1,3-diketone and successfully applied these substrates in carbene-catalyzed asymmetric desymmetrization. Accordingly, a versatile strategy for asymmetric generation of organofluorines with fluorine or fluorinated methyl groups has been developed. Multiple stereogenic centers were selectively constructed with satisfactory outcomes. Structurally diverse enantioenriched organofluorines were generated with excellent re

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8

Merner, Bradley, Nirmal Mitra, and Caroline Merryman. "Highly Strained para-Phenylene-Bridged Macrocycles from Unstrained 1,4-Diketo Macrocycles." Synlett 28, no. 17 (2017): 2205–11. http://dx.doi.org/10.1055/s-0036-1589081.

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The conversion of macrocyclic 1,4-diketones to highly strained para-phenylene rings has recently been reported by our laboratory. This synthetic strategy represents a non-cross-coupling-based approach to arene-bridged macrocycles, and an alternative to palladium- and nickel-mediated processes. In this Synpacts article we discuss the development of endgame aromatization protocols for the synthesis of increasingly strained arene systems, as well as potential advantages of the macrocyclic 1,4-diketone approach to selectively functionalized benzenoid macrocycles for future complexity building reac

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9

Faletrov, Ya V., V. A. Staravoitava, H. I. Pozniak, and V. M. Shkumatov. "Natural diketones as potential covalent ligands for SARS-CoV-2 proteins: an <i>in silico</i> docking study." Proceedings of the National Academy of Sciences of Belarus, Chemical Series 58, no. 3 (2022): 280–85. http://dx.doi.org/10.29235/1561-8331-2022-58-3-280-285.

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Our computer-aided protein-ligand docking test using Autodock Vina software allowed to reveal the potential of few α- and β-diketones from plants and alternative living organisms as covalent ligands for few proteins of coronavirus SARS-CoV-2 – a causative agent of COVID-19. It has been established that values for energy of binding (docking score, Ebind, kcal/mol) less than –7.5 and for distances of ligands’ carbonyl groups to side chain nitrogens of arginine residues of some coronaviral enzymes within 0.4 nm have been true for β-diketones 6-gingerdione (Pubchem code CID162952), 8-gingerdione (

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10

Galeev, Andrey R., Maksim V. Dmitriev, Alexander S. Novikov, and Andrey N. Maslivets. "Heterocycle-guided synthesis of m-hetarylanilines via three-component benzannulation." Beilstein Journal of Organic Chemistry 20 (September 2, 2024): 2208–16. http://dx.doi.org/10.3762/bjoc.20.188.

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A one-pot three-component synthesis of substituted meta-hetarylanilines from heterocycle-substituted 1,3-diketones has been developed. The electron-withdrawing power of the heterocyclic substituent (which can be estimated on the basis of calculated Hammett constants) in the 1,3-diketone plays a pivotal role in the studied reaction. The series of meta-hetarylanilines prepared (21–85% isolated yield) demonstrates the synthetic utility of the developed method.

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11

Taydakov, Ilya V., Yuliya M. Kreshchenova та Ekaterina P. Dolotova. "A convenient and practical synthesis of β-diketones bearing linear perfluorinated alkyl groups and a 2-thienyl moiety". Beilstein Journal of Organic Chemistry 14 (27 грудня 2018): 3106–11. http://dx.doi.org/10.3762/bjoc.14.290.

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A versatile and robust synthetic protocol for the preparation of β-diketones bearing 2-thienyl and perfluorinated alkyl radicals of different length or a methyl group was developed. This protocol is suitable for the preparation of multigram quantities of diketones without cumbersome purification procedures. Moreover, the known method for purification of diketones via copper chelates was improved considerably.

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12

Feuge, Niklas, Jan C. Namyslo, Dieter E. Kaufmann, and René Wilhelm. "Intramolecular Phosphine-Promoted Knoevenagel Based Redox-Reaction." Molecules 27, no. 15 (2022): 4875. http://dx.doi.org/10.3390/molecules27154875.

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A Knoevenagel based redox-reaction promoted by intramolecular phosphine sources is presented for the first time. The influence of different diketones, aldehydes, bases and acids was investigated. The effects of different substituents were evaluated based on their electronical influence on the diketone structure. With the obtained results a mechanism is proposed, giving information about transition states formed during the reaction, which can lead to different products. This type of an internal redox transformation with a phosphine oxide moiety remaining in the molecule after the redox reaction

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13

Shi, Lei, Jiawei Zhu, Biqiong Hong, and Zhenhua Gu. "A Chiral Relay Race: Stereoselective Synthesis of Axially Chiral Biaryl Diketones through Ring-Opening of Optical Dihydrophenan-threne-9,10-diols." Molecules 28, no. 16 (2023): 5956. http://dx.doi.org/10.3390/molecules28165956.

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We report herein a point-to-axial chirality transfer reaction of optical dihydrophenanthrene-9,10-diols for the synthesis of axially chiral diketones. Two sets of conditions, namely a basic tBuOK/air atmosphere and an acidic NaClO/n-Bu4NHSO4, were developed to oxidatively cleave the C-C bond, resulting in the formation of axially chiral biaryl diketones. Finally, brief synthetic applications of the obtained chiral aryl diketones were demonstrated.

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14

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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15

Hansen, Poul Erik. "Tautomerism of β-Diketones and β-Thioxoketones". Encyclopedia 3, № 1 (2023): 182–201. http://dx.doi.org/10.3390/encyclopedia3010013.

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The present overview concentrates on recent developments of tautomerism of β-diketones and β-thioxoketones, both in solution and in the solid state. In particular, the latter has been a matter of debate and unresolved problems. Measurements of 13C, 17O, and 2H chemical shifts have been used. Deuterium isotope effects on chemical shifts are proposed as a tool in the study of this problem. Photoconversion of β-diketones and β-thioxoketones are discussed in detail, and the incorporation of β-diketones into molecules with fluorescent properties is assessed. Finally, docking studies of β-diketones

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16

Pchelintseva, N. V., O. V. Fedotova, Ya G. Kolevatova, A. M. Burov, and M. A. Men’shova. "Chemistry of 1,5-diketones. A new synthetic approach to unsaturated 1,5-diketones." Russian Journal of Organic Chemistry 44, no. 8 (2008): 1252–53. http://dx.doi.org/10.1134/s1070428008080290.

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17

Tatar, Dalibor, Jelena Kojčinović, Berislav Marković, et al. "Sol-Gel Synthesis of Ceria-Zirconia-Based High-Entropy Oxides as High-Promotion Catalysts for the Synthesis of 1,2-Diketones from Aldehyde." Molecules 26, no. 20 (2021): 6115. http://dx.doi.org/10.3390/molecules26206115.

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Efficient Lewis-acid-catalyzed direct conversion of aldehydes to 1,2-diketones in the liquid phase was enabled by using newly designed and developed ceria–zirconia-based high-entropy oxides (HEOs) as the actual catalysts. The synergistic effect of various cations incorporated in the same oxide structure (framework) was partially responsible for the efficiency of multicationic materials compared to the corresponding single-cation oxide forms. Furthermore, a clear, linear relationship between the Lewis acidity and the catalytic activity of the HEOs was observed. Due to the developed strategy, ex

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18

Baum, Bernard R., A. Pat Tulloch, and L. Grant Bailey. "Epicuticular waxes of the genus Hordeum: a survey of their chemical composition and ultrastructure." Canadian Journal of Botany 67, no. 11 (1989): 3219–26. http://dx.doi.org/10.1139/b89-401.

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This study was based on 148 accessions representing 39 species of Hordeum. SEM ultrastructural morphology of waxes was based on individual spikelets, whereas waxes' chemical composition was assessed from whole plants. When all the data, in the form of individual accessions, were subjected to various cluster analyses methods, no groupings were revealed. But when the data were first summarized by species and then subjected to clustering, two polythetic groups of species were detected. Group 1 is characterized by species with 40–60% average alcohol content and by the common presence of diketones,

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19

Matsuo, Jun-ichi, Shumpei Kanaya, Yuta Asaji, and Tomoyuki Yoshimura. "Two-Carbon Ring-Enlargement of Cyclic 1,3-Diketones to Cyclic 1,5-Diketones." Synlett 31, no. 12 (2020): 1201–4. http://dx.doi.org/10.1055/s-0040-1707862.

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3-Hydroxy-3-vinylcycloalkanones, which were prepared from the corresponding cyclic 1,3-diketones by mono-vinylation, were rearranged to two-carbon ring enlarged cyclic 1,5-diketones by treatment with a catalytic amount of potassium tert-butoxide.

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20

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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21

Saad, Gamal R., Magdi M. Naoum, and Hanna A. Rizk. "Dielectric polarization and molecular interaction. Part II. Acetylacetone, benzoylacetone, and dibenzoylmethane – triethyl amine – cyclohexane systems." Canadian Journal of Chemistry 67, no. 2 (1989): 284–88. http://dx.doi.org/10.1139/v89-047.

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A modified form of Few and Smith equation applicable to dilute solutions of acetylacetone, benzoylacetone, and dibenzoylmethane in constant-ratio mixtures of triethylamine in cyclohexane is confirmed. The changes in dielectric polarization of diketones with amine concentration in the mixed solvents are used to deduce the equilibrium constants of the association process, and the dipole moments of the complexes formed. Further, an inference is made of the relative polarities of the keto and enol tautomers of these diketones, and of the ketoanilides previously investigated (1). Keywords: dielectr

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22

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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23

Cui, Dong-Mei, Dan-Wen Zhuang, Ying Chen, and Chen Zhang. "Gold-catalyzed oxidation of arylallenes: Synthesis of quinoxalines and benzimidazoles." Beilstein Journal of Organic Chemistry 7 (June 24, 2011): 860–65. http://dx.doi.org/10.3762/bjoc.7.98.

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A gold-catalyzed oxidation of arylallenes to form α-diketones and aldehydes in good yields is presented. Further directed synthesis of quinoxalines and benzimidazoles, via the condensation of the resulting α-diketones and aldehydes with benzene-1,2-diamine, was achieved in high yields.

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24

Igushkina, Anastasiya V., Alexander A. Golovanov та Aleksander V. Vasilyev. "Michael Addition of 3-Oxo-3-phenylpropanenitrile to Linear Conjugated Enynones: Approach to Polyfunctional δ-Diketones as Precursors for Heterocycle Synthesis". Molecules 27, № 4 (2022): 1256. http://dx.doi.org/10.3390/molecules27041256.

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Reaction of linear conjugated enynones, 1,5-diarylpent-2-en-4-yn-1-ones [Ar1C≡CCH=CHC(=O)Ar2], with 3-oxo-3-phenylpropanenitrile (NCCH2COPh) in the presence of sodium methoxide MeONa as a base in MeOH at room temperature for 4–26 h affords polyfunctional δ-diketones as a product of regioselective Michael addition to the double carbon–carbon bond of starting enynones. The δ-diketones have been formed as mixtures of two diastereomers in a ratio of 2.5:1 in good general yields of 53–98%. A synthetic potential of the obtained δ-diketones has been demonstrated by heterocyclization with hydrazine in

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25

Motoyoshiya, Jiro, Yasushi Hongo, Hiroyuki Tanaka, and Sadao Hayashi. "A Convenient Synthesis of 1,4-Diketones." Synthetic Communications 21, no. 8-9 (1991): 997–1000. http://dx.doi.org/10.1080/00397919108019788.

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26

Bergman, Rolf, Bo Nilsson, and Börje Wickberg. "A facile synthesis of 1,4-diketones." Tetrahedron Letters 31, no. 19 (1990): 2783–86. http://dx.doi.org/10.1016/s0040-4039(00)94698-7.

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27

Williams, D. R., L. A. Robinson, G. S. Amato, and M. H. Osterhout. "A preparation of unsymmetrical .alpha.-diketones." Journal of Organic Chemistry 57, no. 13 (1992): 3740–44. http://dx.doi.org/10.1021/jo00039a047.

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28

Martins, Marcos A. P., Sergio Brondani, Victor L. Leidens та ін. "Synthesis and structure of new trichloromethyl-β-diketones 5-Trichloromethylisoxazole and 5-isoxazolecarboxylic acid derivatives". Canadian Journal of Chemistry 83, № 8 (2005): 1171–77. http://dx.doi.org/10.1139/v05-130.

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An improved method for the synthesis of a new series of trichloromethyl-β-diketones including 1,1,1-trichloropentan-2,4-dione (2a), 1,1,1-trichloro-3-methylhexan-2,4-dione (2b), 4,4,4-trichloro-1-phenylbutan-1,3-dione (2c), 4,4,4-trichloro-2-methyl-1-phenylbutan-1,3-dione (2d), 2-trichloroacetylcyclohexanone (2e), 4-tert-butylcyclohexanone (2f), 4-tert-butylcycloheptanone (2g), and 4-tert-butylcyclooctanone (2h) is reported. A multinuclear NMR study showed that β-dicarbonyl compounds 2b and 2d2h are predominantly in the keto form and 2a and 2c are in the enol form. The trichloromethyl-β-diket

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29

Wang, Xuesong, Guolin Cheng, Jinhai Shen, et al. "A metal-free synthesis of diaryl-1,2-diketones by C–C triple bond cleavage of alkynones." Org. Chem. Front. 1, no. 8 (2014): 1001–4. http://dx.doi.org/10.1039/c4qo00174e.

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30

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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31

Zaghi, Anna, Daniele Ragno, Graziano Di Carmine, et al. "Electron-transfer-initiated benzoin- and Stetter-like reactions in packed-bed reactors for process intensification." Beilstein Journal of Organic Chemistry 12 (December 13, 2016): 2719–30. http://dx.doi.org/10.3762/bjoc.12.268.

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A convenient heterogeneous continuous-flow procedure for the polarity reversal of aromatic α-diketones is presented. Propaedeutic batch experiments have been initially performed to select the optimal supported base capable to initiate the two electron-transfer process from the carbamoyl anion of the N,N-dimethylformamide (DMF) solvent to the α-diketone and generate the corresponding enediolate active species. After having identified the 2-tert-butylimino-2-diethylamino-1,3-dimethylperhydro-1,3,2-diazaphosphorine on polystyrene (PS-BEMP) as the suitable base, packed-bed microreactors (pressure-

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32

Syed Ameen, Syed Tajudeen, Anbalagan Vilvanathan, Syed Zameer Ahmed Khader та Gayathri Mahalingam. "Microwave-assisted Green Synthesis of β-Diketone Hydrazone Derivatives and Evaluation of their Antioxidant and Antibacterial Activities". Current Microwave Chemistry 7, № 3 (2020): 222–29. http://dx.doi.org/10.2174/2213335607999200917145217.

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Background: A series of β-diketone hydrazones have been synthesized via condensation of isoniazid with series of β-diketone. The structures of the Schiff bases are established by elemental and spectroscopic techniques. The prepared compounds were screened for antibacterial and antioxidant potential by DPPH free-radical scavenging activity and Ferric reducing antioxidant power (FRAP) assays. Methods: β-diketone hydrazine derivatives were synthesized by simple condensation between various β-diketones and isoniazid. The titled compounds were synthesized following both conventional and microwave i

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33

Singh, Shiv P., Dalip Kumar, Hitesh Batra, Rajesh Naithani, Isabel Rozas та José Elguero. "The reaction between hydrazines and β-dicarbonyl compounds: proposal for a mechanism". Canadian Journal of Chemistry 78, № 8 (2000): 1109–20. http://dx.doi.org/10.1139/v00-104.

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The reaction between aryl or heteroarylhydrazines with fluorinated β-diketones (CF3COCH2COR) yields a variety of 3-, 5-, and 3,5-trifluoromethylpyrazoles and 5-trifluoromethyl-5-hydroxy-Δ2-pyrazolines. Twenty-one of such compounds have been isolated and identified by 13C and 19F NMR. Together with the results from the literature they provide a comprehensive overview of the reaction. Semi-empirical calculations at the PM3 level have been used to rationalize these results. The outcome that emerges seems to be that the dehydration of a pair of 3,5-dihydroxypyrazolidines kinetically controls the i

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34

Tsivadze, Aslan Yu, Alexey A. Bezdomnikov, Vladimir E. Baulin, et al. "A New Extraction System Based on Isopropyl Salicylate and Trioctylphosphine Oxide for Separating Alkali Metals." Molecules 27, no. 10 (2022): 3051. http://dx.doi.org/10.3390/molecules27103051.

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It was established that isopropyl salicylate can be used similarly to 1,3-diketones as a key component for a new efficient extraction system for selective separation of alkali metal cations. According to DFT modeling of complexes of isopropyl salicylate and 1,3-diketone with alkali metal cations (Li+, Na+, K+), six-membered metallacycles are formed whose stability decreases along the series Li > Na > K, which results in the observed enhanced affinity to lithium. The extraction ability of isopropyl salicylate is manifested in the presence of trioctylphosphine oxide (TOPO). The newly obtai

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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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Mijin, Dusan, and Dusan Antonovic. "Temperature dependence of the Kovats retention indices for alkyl 1, 3-diketones on a DB-5 capillary column." Journal of the Serbian Chemical Society 69, no. 10 (2004): 759–67. http://dx.doi.org/10.2298/jsc0410759m.

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A series of alkyl 1,3-diketones were used to study the temperature dependence of the Kovats retention indices in the temperature range 130?190 ?C (403?463 K). The temperature dependence is described by the empirical equation I = B B/T + ClnT. On the basis of this equation, the activation enthalpy, ?H?, and the chemical potential of the partitioning of one methylene group between the two phases of the chromatographic system, ??p(CH2), were calculated. Also the Kovats retention indices ? boiling point correlations (linear and reciprocal) for alkyl 1,3-diketones were studied and ??p(CH2) was calc

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37

Morbale, Smita T., Swati D. Jadhav, Madhukar B. Deshmukh, and Suresh S. Patil. "Bronsted acid-type biosurfactant for heterocyclization: a green protocol for benzopyran synthesis." RSC Advances 5, no. 103 (2015): 84610–20. http://dx.doi.org/10.1039/c5ra13652k.

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Joshi, Krishna C., and Bidya S. Joshi. "A Modified Synthesis of Fluorinated 1,3-Diketones." Journal of Fluorine Chemistry 32, no. 2 (1986): 229–31. http://dx.doi.org/10.1016/s0022-1139(00)81942-9.

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Carre, M. C., and P. Caubere. "A very efficient preparation of 1,2-diketones." Tetrahedron Letters 26, no. 26 (1985): 3103–6. http://dx.doi.org/10.1016/s0040-4039(00)98629-5.

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40

Stankevičiūtė, Jonita, Simonas Kutanovas, Rasa Rutkienė, Daiva Tauraitė, Romualdas Striela, and Rolandas Meškys. "Ketoreductase TpdE fromRhodococcus jostiiTMP1: characterization and application in the synthesis of chiral alcohols." PeerJ 3 (November 10, 2015): e1387. http://dx.doi.org/10.7717/peerj.1387.

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Background.Production of highly pure enantiomers of vicinal diols is desirable, but difficult to achieve. Enantiomerically pure diols and acyloins are valuable bulk chemicals, promising synthones and potential building blocks for chiral polymers. Enzymatic reduction of ketones is a useful technique for the synthesis of the desired enantiomeric alcohols. Here, we report on the characterization of a ketoreductase TpdE fromRhodococcus jostiiTMP1 that is a prospective tool for the synthesis of such compounds.Results.In this study, NADPH-dependent short-chain dehydrogenase/reductase TpdE fromRhodoc

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Palmieri, Alessandro, Serena Gabrielli, Susanna Sampaolesi, and Roberto Ballini. "Nitroaldol (Henry) reaction of 2-oxoaldehydes with nitroalkanes as a strategic step for a useful, one-pot synthesis of 1,2-diketones." RSC Advances 5, no. 46 (2015): 36652–55. http://dx.doi.org/10.1039/c5ra03772g.

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Kanbayashi, Naoya, Kazuki Hosoda, Masanori Kato, Koichiro Takii, Taka-aki Okamura, and Kiyotaka Onitsuka. "Enantio- and diastereoselective asymmetric allylic alkylation catalyzed by a planar-chiral cyclopentadienyl ruthenium complex." Chemical Communications 51, no. 54 (2015): 10895–98. http://dx.doi.org/10.1039/c5cc02414e.

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43

Wille, Uta, and Jilliarne Andropof. "Oxidation of Aromatic Alkynes with Nitrate Radicals (NO3•): An Experimental and Computational Study on a Synthetically Highly Versatile Radical." Australian Journal of Chemistry 60, no. 6 (2007): 420. http://dx.doi.org/10.1071/ch07045.

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Addition of electro- and photochemically generated nitrate radicals, NO3•, to the C≡C triple bond of aromatic alkynes 9a–9h leads to formation of 1,2-diketones 10a–10h. Surprisingly, benzophenones 11a–11h are obtained as by-products, which formally result from loss of a carbon atom. Density functional studies performed with the BHandHLYP method in combination with various basis sets revealed that 1,2-diketones result from 5-endo cyclization of the initially formed vinyl radical and loss of NO•. The key step to benzophenone formation is a γ-cleavage at the stage of the vinyl radical with releas

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Bunting, John W., James P. Kanter, Raymond Nelander та Zhennan Wu. "The acidity and tautomerism of β-diketones in aqueous solution". Canadian Journal of Chemistry 73, № 8 (1995): 1305–11. http://dx.doi.org/10.1139/v95-161.

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The acidity and keto–enol tautomerism of a series of symmetrical β-diketones (RCOCH2COR (1): R = methyl (a), phenyl (b), 3-pyridinyl (c), 4-pyridinyl (d), 3-(N-methyl)pyridinio (e), and 4-(N-methyl)pyridinio (f)) and two series of unsymmetrical β-diketones (RCOCH2COCH3 (7a–7f) and RCOCH2COC6H5 (8a–8f)) have been investigated in aqueous solution at 25 °C and ionic strength 0.1. Values of [Formula: see text] were measured spectrophotometrically, and the acidities of the enols [Formula: see text] were obtained from the analysis of the pH dependence of the buffer catalysis for the general acid-cat

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Liao, Jianhua, Jinghui Tong, Liang Liu, Lu Ouyang, and Renshi Luo. "Construction of N-Aryl-Substituted Pyrrolidines by Successive Reductive Amination of Diketones via Transfer Hydrogenation." Molecules 29, no. 11 (2024): 2565. http://dx.doi.org/10.3390/molecules29112565.

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N-aryl-substituted pyrrolidines are important moieties widely found in bioactive substances and drugs. Herein, we present a practical reductive amination of diketones with anilines for the synthesis of N-aryl-substituted pyrrolidines in good to excellent yields. In this process, the N-aryl-substituted pyrrolidines were furnished via successive reductive amination of diketones via iridium-catalyzed transfer hydrogenation. The scale-up performance, water as a solvent, simple operation, as well as derivation of drug molecules showcased the potential application in organic synthesis.

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Wille, Uta, and Jilliarne Andropof. "Corrigendum to: Oxidation of Aromatic Alkynes with Nitrate Radicals (NO3•): An Experimental and Computational Study on a Synthetically Highly Versatile Radical." Australian Journal of Chemistry 60, no. 7 (2007): 547. http://dx.doi.org/10.1071/ch07045_co.

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Addition of electro- and photochemically generated nitrate radicals, NO3•, to the C≡C triple bond of aromatic alkynes 9a–9h leads to formation of 1,2-diketones 10a–10h. Surprisingly, benzophenones 11a–11h are obtained as by-products, which formally result from loss of a carbon atom. Density functional studies performed with the BHandHLYP method in combination with various basis sets revealed that 1,2-diketones result from 5-endo cyclization of the initially formed vinyl radical and loss of NO•. The key step to benzophenone formation is a γ-cleavage at the stage of the vinyl radical with releas

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47

Hansen, Poul Erik. "Structural Studies of β-Diketones and Their Implications on Biological Effects". Pharmaceuticals 14, № 11 (2021): 1189. http://dx.doi.org/10.3390/ph14111189.

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The paper briefly summarizes methods to determine the structure of β-diketones with emphasis on NMR methods. Density functional calculations are also briefly treated. Emphasis is on the tautomeric equilibria of β-diketones in relation to biological effects. Relevant physical parameters such as acidity and solubility are treated. A series of biologically active molecules are treated with respect to structure (tautomerism). Characteristic molecules or groups of molecules are usnic acids, tetramic and tetronic acids, o-hydroxydibenzoylmethanes, curcumines, lupulones, and hyperforines.

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de Gonzalo, Gonzalo, та Andrés R. Alcántara. "Recent Developments in the Synthesis of β-Diketones". Pharmaceuticals 14, № 10 (2021): 1043. http://dx.doi.org/10.3390/ph14101043.

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Apart from being one of the most important intermediates in chemical synthesis, broadly used in the formation of C–C bonds among other processes, the β-dicarbonyl structure is present in a huge number of biologically and pharmaceutically active compounds. In fact, mainly derived from the well-known antioxidant capability associated with the corresponding enol tautomer, β-diketones are valuable compounds in the treatment of many pathological disorders, such as cardiovascular and liver diseases, hypertension, obesity, diabetes, neurological disorders, inflammation, skin diseases, fibrosis, or ar

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Chithiravel, Rengasamy, Kandasamy Rajaguru, Shanmugam Muthusubramanian, and Nattamai Bhuvanesh. "A direct green route towards the synthesis of 2-aroyl-3,5-diarylthiophenes from 1,5-diketones." RSC Advances 5, no. 105 (2015): 86414–20. http://dx.doi.org/10.1039/c5ra17829k.

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Galeev, Andrew R., Maksim V. Dmitriev, Ivan G. Mokrushin, Irina V. Mashevskaya, Andrey N. Maslivets, and Michael Rubin. "Synthesis of meta-substituted anilines via a three-component reaction of acetone, amines, and 1,3-diketones." Organic & Biomolecular Chemistry 17, no. 47 (2019): 10030–44. http://dx.doi.org/10.1039/c9ob02120e.

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