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Journal articles on the topic 'Phenyl Tetralones'

Author: Grafiati

Published: 3 June 2025

Last updated: 31 July 2025

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1

Yao, Xudong, and Ralph M. Pollack. "Electronic effects on enol acidity and keto-enol equilibrium constants for ring-substituted 2-tetralones." Canadian Journal of Chemistry 77, no. 5-6 (1999): 634–38. http://dx.doi.org/10.1139/v99-006.

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Equilibrium constants for the ionization of a variety of phenyl-substituted 2-tetralones (pKaK), for the ionization of their enols (pKaE), and for keto-enol tautomerization (pKE) were determined. Hammett plots of pKaK and pKaE vs. σ- are linear with slopes (-ρ) of -1.66 ± 0.06 and -0.90 ± 0.03, respectively, except for deviations of the points corresponding to 6-nitro-2-tetralone (1b) and its enol. We have previously attributed the negative deviation of 1b from the correlation for the acidities of the ketones obtained with the more limited set of data to the lack of a free electron pair on C-1

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2

Chaitramallu, M1 Devaraju Kesagodu1 Dakshayini Chandrashekarachar2. "SYNTHESIS AND BIOLOGICAL SCREENING OF ANALOGS OF ARYL TETRALONE." INDO AMERICAN JOURNAL OF PHARMACEUTICAL RESEARCH 07, no. 01 (2017): 7392–98. https://doi.org/10.5281/zenodo.1006777.

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The aryl tetralone as potential antimitotic agents were synthesized in four step reactions using Grignard reagent. The first step is the synthesis of trimethoxy phenyl naphthol (2a-f) by the reaction of substituted tetralone with 3, 4, 5-trimethoxy 1-bromobenzene in magnesium metal using tetrahydrofuran as a solvent. The resulted phenyl naphthol was hydrogenated to give phenyl tetralin 3(a-f). The substituted phenyl tetralone were prepared by the oxidation of trimethoxy phenyl tetralin 4(a-f). The structures of the synthesized compounds were confirmed by spectral and elemental analysis data. T

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3

Amakali, Klaudia, Lesetja Legoabe, Anél Petzer, and Jacobus Petzer. "Synthesis and in vitro Evaluation of 2-heteroarylidene-1-tetralone Derivatives as Monoamine Oxidase Inhibitors." Drug Research 68, no. 12 (2018): 687–95. http://dx.doi.org/10.1055/a-0620-8309.

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AbstractThe present study investigates the human monoamine oxidase (MAO) inhibition properties of a series of twelve 2-heteroarylidene-1-tetralone derivatives. Also included are related cyclohexylmethylidene, cyclopentylmethylidene and benzylidene substituted 1-tetralones. These compounds are related to the 2-benzylidene-1-indanone class of compounds which has previously been shown to inhibit the MAOs, with specificity for the MAO-B isoform. The target compounds were synthesised by the Claisen-Schmidt condensation between 7-methoxy-1-tetralone or 1-tetralone, and various aldehydes, under acid

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4

Yao, Xudong, Mark A. Gold, and Ralph M. Pollack. "Transition State Imbalance in Proton Transfer from Phenyl Ring-Substituted 2-Tetralones to Acetate Ion." Journal of the American Chemical Society 121, no. 26 (1999): 6220–25. http://dx.doi.org/10.1021/ja990070+.

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5

Koltunov, Konstantin Yu. "Condensation of naphthalenediols with benzene in the presence of aluminum bromide: an efficient synthesis of 5-, 6-, and 7-hydroxy-4-phenyl-1- and 2-tetralones." Tetrahedron Letters 49, no. 24 (2008): 3891–94. http://dx.doi.org/10.1016/j.tetlet.2008.04.062.

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6

Wang, Daniel Zerong, Yeong-Joon Kim та Andrew Streitwieser. "Aggregation and Alkylation of Enolates of 2-Phenyl-α-tetralone and 2,6-Diphenyl-α-tetralone1". Journal of the American Chemical Society 122, № 44 (2000): 10754–60. http://dx.doi.org/10.1021/ja0010002.

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7

Curley, Regina K., Andrew W. Macfarlane, and Clodagh M. King. "Contact dermatitis to 2, phenyl tetralone tosylhydrazone." Contact Dermatitis 14, no. 4 (1986): 257–58. http://dx.doi.org/10.1111/j.1600-0536.1986.tb01245.x.

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8

Oliveira, Adriano Bof de, Bárbara Regina Santos Feitosa, Christian Näther, and Inke Jess. "N-Phenyl-2-(1,2,3,4-tetrahydronaphthalen-1-ylidene)hydrazinecarbothioamide." Acta Crystallographica Section E Structure Reports Online 70, no. 2 (2014): o205. http://dx.doi.org/10.1107/s1600536814001585.

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The conformation of the title molecule, C17H17N3S, is stabilized by an intramolecular N—H...N hydrogen bond involving the azometinic group. The dihedral angle between the two aromatic rings is 36.49 (06)°. The non-aromatic ring of the tetralone substituent adopts a sofa conformation. In the crystal, molecules are linked by pairs of N—H...S hydrogen bonds relatedviacentres of symmetry, forming dimers.

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9

F., G. BADDAR, N. BASYOUNI M., F. EI-NEWAIRY M. та H. GHALY E. "ᵧ.ᵧ-Disubstituted Itaconic Acids. Part Vll.1 The Stobbe Condensation of Benzyl-, p-Chlorobenzyl-, and p-Methoxybenzylphenyl Ketones with Diethyl Succinate". Journal of Indian Chemical Society Vol. 51, Jul 1974 (2022): 698–704. https://doi.org/10.5281/zenodo.6417065.

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Department of <em>Chemistry, </em>Faculty of Science, A' in Shams <em>University, Cairo, Egypt.</em> <em>Manuscript received 22 October 1973 ; acepted 23 May 1974.</em> <em>\(Cis \)</em>(Ph/Ar)-5-Aryl-3-ethoxycarbonyl-4-phenyl-pent-4-enoic acids were converted into ethyl <em>\(trans\)-</em>(Ph/Ar)<em><sup>-</sup> 5-aryl-3-</em>carboxy-4-phenyl-pent-4-enoute (14), (15) and (16), which have been cyclised<em> </em>to 1-acetoxy-naphthalenes (17), (18) <em>and </em>(19). <em>\(Cis\) </em>(Ph/ Ar)<em>-4, </em>5-Diphenyl- <em>and </em>cis (Ph/Ar)-4-phenyl-5-p-tolyl-pent-4-enoic acid anhydrides<em

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10

Hauer, Bernhard, Jamie F. Bickley, Julien Massue, Paula CA Pena, Stanley M. Roberts, and John Skidmore. "Biomimetic reactions in organic synthesis: Semi-pinacol rearrangements of some spirocyclic epoxyalcohols derived from Juliá-Colonna asymmetric epoxidations." Canadian Journal of Chemistry 80, no. 6 (2002): 546–50. http://dx.doi.org/10.1139/v02-061.

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Epoxy tert-alcohols have been prepared from (E)-enones in a two-step approach consisting of JuliáColonna asymmetric epoxidation followed by Grignard alkylation of the epoxyketone. On treatment with sub-stoichiometric amounts of Yb(OTf)3 these trans-epoxyalcohols underwent efficient stereoselective semi-pinacol rearrangement to afford anti-α-phenyl-β-hydroxy-ketones (aldols). Under the same conditions, spirocyclic epoxyalcohols derived from 1-tetralone and 1-benzosuberone undergo either ring contraction (via semi-pinacol rearrangement) or fragmentation. A mechanistic rationale is presented to

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11

Seebach, Dieter, Giorgio Calderari, Walter L. Meyer, Andrew Merritt, and Louis Odermann. "Stereoselective (3+3)-Carbocyclization of Enamines with Nitroallylating Reagents." CHIMIA 39, no. 6 (1985): 183. https://doi.org/10.2533/chimia.1985.183.

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The enamines from open-chain (3-pentanone) and cyclic (cyclopentanone, cyclohexanones, β-tetralone) ketones and the amines pyrrolidine, morpholine or (S)-2-methoxymethyl-pyrrolidine combine with E-3-phenyl-2-nitro-2-propen-1-yl or E-2-nitro-2-hepten-1-yl pivalate (NPP derivatives 6) to form six-membered rings. Monocyclic (7, 8) and bicyclic (9-14) products containing four new asymmetric carbon atoms are obtained stereoselectively. The diastereoselectivity observed with the chiral, proline-derived enamines of cyclohexanones is generally higher, and they furnish enantiomerically pure products (c

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12

GLINMA, Bienvenu, Assongba Gaston KPOTIN, Finagnon Hyacinthe AGNIMONHAN, Fernand GBAGUIDI, and Yacole Guy Sylvain ATOHOUN. "Theoretical calculation of 13C and 1H NMR of 7-methoxy-1-tetralone thiosemicarbazone and 7-methoxy-1-tetralone 4-phenyl-3-thiosemicarbazone." Journal of Scientific and Engineering Research 8, no. 12 (2021): 129–36. https://doi.org/10.5281/zenodo.10620164.

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<strong>Abstract</strong> In this work, we report the geometrical parameters and the <sup>13</sup>C and <sup>1</sup>H chemical shift of two thiosemicarbazones. The calculation are carried out by using DFT/6-31G(d,p) for the optimization of the geometrical parameters. The global reactivity indices are calculated for both molecule. For NMR calculation DFT method with 6-311G(d,p) and cc-PVTZ basis set and GIAO method are used. To take account the solvent the Polarizable Continuum Model (PCM) is used, but it not modify significantly the result obtained in gas phase. The results obtained are close

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13

Ishikawa, Tsutomu, Makoto Yoshida, and Toshiko Watanabe. "Alternative Synthesis of B/C-cis Hexahydrobenzo[c]phenanthridine from 2-Phenyl-1-tetralone." HETEROCYCLES 54, no. 1 (2001): 433. http://dx.doi.org/10.3987/com-00-s(i)43.

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14

Ramírez, Hegira, Katiuska Charris, Esteban Fernandez-Moreira, et al. "One-Pot Multicomponent Synthesis of Methoxybenzo[h]quinoline-3-carbonitrile Derivatives; Anti-Chagas, X-ray, and In Silico ADME/Tox Profiling Studies." Molecules 26, no. 22 (2021): 6977. http://dx.doi.org/10.3390/molecules26226977.

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Several methoxybenzo[h]quinoline-3-carbonitrile analogs were designed and synthesized in a repositioning approach to developing compounds with anti-prostate cancer and anti-Chagas disease properties. The compounds were synthesized through a sequential multicomponent reaction of aromatic aldehydes, malononitrile, and 1-tetralone in the presence of ammonium acetate and acetic acid (catalytic). The effect of the one-pot method on the generation of the target product has been studied. The compounds were in vitro screened against bloodstream trypomastigotes of T. cruzi (NINOA and INC-5 strains) and

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15

Klein, Hans-Friedrich, Xiaoyan Li, Ulrich Flörke, and Hans-Jürgen Haupt. "Hydrido(acylenolato)cobalt(III)-Verbindungen mit Trimethylphosphan- Liganden: Insertionsreaktionen mit Alkinen und die ersten Carbonylcobalt(III)-Komplexe / Hydrido(acylenolato)cobalt(III) Compounds Containing Trimethylphosphane Ligands: Insertion Reactions with Alkynes and the First Carbonylcobalt(III) Complexes." Zeitschrift für Naturforschung B 55, no. 8 (2000): 707–17. http://dx.doi.org/10.1515/znb-2000-0807.

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Abstract Formal insertion of phenylethyne into Co-H functions of mer-octahedral acyl(enolato)-cobalt(III) hydrides 1-3 proceeds under ambient conditions affording η1-vinylcobalt(III) compounds where the dianionic acyl(enolato) ligands are derived from 2-formyl-4-phenyl-cyclohexanone (4), 1-formyl-cyclohexan-2-one (5), and 3-hydroxo-2,3-diphenyl-propenal (6). Dissociation and association of trimethylphosphane results in a reversible transformation of penta-coordinate complexes 4 -6 into hexa-coordinate ones 7 -9, respectively, involving different tautomeric vinyl species. In toluene solution 9

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16

Wang, Daniel Zerong, та Andrew Streitwieser. "Aggregation and Reactivity of the Cesium Enolate of 6-Phenyl-α-tetralone: Comparison with the Lithium Enolate1". Journal of Organic Chemistry 68, № 23 (2003): 8936–42. http://dx.doi.org/10.1021/jo034543d.

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17

Lucarini, Simone, Silvia Bartolucci, Annalida Bedini, et al. "Synthesis and configuration determination of all enantiopure stereoisomers of the melatonin receptor ligand4-phenyl-2-propionamidotetralin using an expedient optical resolution of 4-phenyl-2-tetralone." Org. Biomol. Chem. 10, no. 2 (2012): 305–13. http://dx.doi.org/10.1039/c1ob06369c.

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18

Lazic, Anita, Zeljko Mandic, Natasa Valentic, Gordana Uscumlic та Nemanja Trisovic. "New spirohydantoins derived from β-tetralone: Design, synthesis and evaluation of their pharmacokinetically relevant propertie". Chemical Industry 73, № 2 (2019): 79–92. http://dx.doi.org/10.2298/hemind181203007l.

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To create new anticonvulsant drugs, two series of spirohydantoins derived from ?-tetralone bearing a 4-substituted benzyl group (1a?1g) or a 2-(4-substituted phenyl)-2-oxoethyl group (2a?2f) in position 3 of the hydantoin ring were synthesized. The chemical structure of these compounds was confirmed by determination of the melting point, elemental analysis and FT-IR, 1H NMR, 13C NMR and UV-Vis spectroscopic methods. Effects of the substituents in the benzyl moiety on the shift of the absorption maxima of compounds 1a?1g and 2a?2f were analyzed using the Hammett's equation. Namely, a split in t

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19

Lucarini, Simone, Matteo Alessi, Annalida Bedini, Giorgia Giorgini, Giovanni Piersanti, and Gilberto Spadoni. "Diastereo- and Enantioselective Hydrogenation of a Challenging Enamide Derived from 4-Phenyl-2-tetralone: An Appealing Shortcut Towards Enantiopurecis-2-Aminotetraline Derivatives." Chemistry - An Asian Journal 5, no. 3 (2010): 550–54. http://dx.doi.org/10.1002/asia.200900441.

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20

Manjula Thangaraj, Bhavan Periyakali Saravana, Jayakumar Thanasekaran, Sheu Joen-Rong, Manjunath Manubolu, and Kavitha Pathakoti. "Phytochemicals of algae, Arthospira platensis (spirulina) Chlorella vulgaris (chlorella) and Azolla pinnata (azolla)." GSC Biological and Pharmaceutical Sciences 19, no. 2 (2022): 023–43. http://dx.doi.org/10.30574/gscbps.2022.19.2.0167.

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The present investigation was carried out to understand the proximate composition, and the secondary phytochemical compounds and their metabolites present in algae, spirulina, chlorella and azolla. Spirulina contains a rich source of crude protein (58.94%), followed by chlorella (47.08%) and azolla (21.82%). The content of crude fat was higher in chlorella (5.68%), followed by azolla (4.00%) and spirulina (1.54%). The crude fibre level was found to be higher in azolla (26.21%), followed by chlorella (2.87%) and spirulina (1.00%). The gross energy was higher in chlorella (4,377 kcal/kg), follow

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21

Manjula, Thangaraj, Periyakali Saravana Bhavan, Thanasekaran Jayakumar, Joen-Rong Sheu, Manubolu Manjunath, and Pathakoti Kavitha. "Phytochemicals of algae, Arthospira platensis (spirulina) Chlorella vulgaris (chlorella) and Azolla pinnata (azolla)." GSC Biological and Pharmaceutical Sciences 19, no. 2 (2022): 023–43. https://doi.org/10.5281/zenodo.6627365.

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The present investigation was carried out to understand the proximate composition, and the secondary phytochemical compounds and their metabolites present in algae, spirulina, chlorella and azolla. Spirulina contains a rich source of crude protein (58.94%), followed by chlorella (47.08%) and azolla (21.82%). The content of crude fat was higher in chlorella (5.68%), followed by azolla (4.00%) and spirulina (1.54%). The crude fibre level was found to be higher in azolla (26.21%), followed by chlorella (2.87%) and spirulina (1.00%). The gross energy was higher in chlorella (4,377 kcal/kg), follow

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22

Chaitramallu, M1 Devaraju Kesagodu1 Dakshayini Chandrashekarachar2. "SYNTHESIS AND BIOLOGICAL SCREENING OF ANALOGS OF ARYL TETRALONE." January 31, 2017. https://doi.org/10.5281/zenodo.2381007.

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The aryl tetralone as potential antimitotic agents were synthesized in four step reactions using Grignard reagent. The first step is the synthesis of trimethoxy phenyl naphthol (2a-f) by the reaction of substituted tetralone with 3, 4, 5-trimethoxy 1-bromobenzene in magnesium metal using tetrahydrofuran as a solvent. The resulted phenyl naphthol was hydrogenated to give phenyl tetralin 3(a-f). The substituted phenyl tetralone were prepared by the oxidation of trimethoxy phenyl tetralin 4(a-f). The structures of the synthesized compounds were confirmed by spectral and elemental analysis data. T

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23

"Synthesis and Evaluation of Antimitotic Activity of N-Phenyl Tetralones." Journal of Applied Pharmaceutical Science, May 30, 2018, 94–100. http://dx.doi.org/10.7324/japs.2018.8512.

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24

"Design and Synthesis of Novel and Potent Monoamine Oxidase Inhibitors." CHIMIA 49, no. 10 (1995): 381. http://dx.doi.org/10.2533/chimia.1995.381.

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Reversible and selective monoamine oxidase-A inhibitors (RIMA's) like moclobemide (Aurorix®) have rehabilitated the use of MAO inhibitors as drugs of choice in depression. Starting from the structure of moclobemide, we tried to identify novel types of MAO inhibitors by bioisosteric replacement of the amide group. 2-Aminomethyl-5-phenylpyrroles retained some in vitro activity and served as a starting point for the construction of restricted rotation analogues. 3,4-Dihydro-6-phenylpyrrolo[1,2-a]pyrazines were the most interesting members of a family of 6-, 7-, and 8-phenyl-substituted pyrrolo[1,

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25

Koltunov, Konstantin Yu. "ChemInform Abstract: Condensation of Naphthalenediols with Benzene in the Presence of Aluminum Bromide: An Efficient Synthesis of 5-, 6-, and 7-Hydroxy-4-phenyl-1- and 2-tetralones." ChemInform 39, no. 36 (2008). http://dx.doi.org/10.1002/chin.200836093.

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26

"RUTHENIUM-CATALYZED ARYLATION OF ORTHO C-H BOND IN AN AROMATIC WITH AN ARYLBORONATE: 8-PHENYL-1-TETRALONE." Organic Syntheses 87 (2010): 209. http://dx.doi.org/10.15227/orgsyn.087.0209.

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