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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 15, 1985 - Issue 11
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Original Articles

A Simple and Efficient Synthesis of Thymoquinone and Methyl P-Benzoquinone

Edward R. Dockal Departamento de Química, Universidade Federal de São Carlos, Caixa Postal 676, 13.560, São Carlos, SP, Brazil
,
Quézia B. Cass Departamento de Química, Universidade Federal de São Carlos, Caixa Postal 676, 13.560, São Carlos, SP, Brazil
,
Timothy J. Brocksom Departamento de Química, Universidade Federal de São Carlos, Caixa Postal 676, 13.560, São Carlos, SP, Brazil
,
Ursula Brocksom Departamento de Química, Universidade Federal de São Carlos, Caixa Postal 676, 13.560, São Carlos, SP, Brazil
&
Arlene G. Corrěa Departamento de Química, Universidade Federal de São Carlos, Caixa Postal 676, 13.560, São Carlos, SP, Brazil
Pages 1033-1036 | Published online: 19 Dec 2006

Citations (32)

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Aymen Mabrouk & Hassen Ben Cheikh. (2016) Thymoquinone ameliorates lead-induced suppression of the antioxidant system in rat kidneys. Libyan Journal of Medicine 11:1.
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KulbhushanA. Sasane & VikasN. Telvekar. (2014) Highly Efficient Method for Synthesis of Benzoquinones Using Hypervalent Iodine(III) Reagent and Sodium Bisulfate. Synthetic Communications 44:4, pages 468-473.
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RobertoC. Felicio, GislaineA. da Silva, LucinéiaF. Ceridorio & EdwardR. Dockal. (1999) Tetradentate Schiff Base Copper(II) Complexes. Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry 29:2, pages 171-192.
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ClÁUdioC. Lopes, Edson L.S. Lima, AlcidesJ. Monteiro & Paulo R.R. Costa. (1988) Synthesis of Dimethoxyfuranonaftoquinones. Synthetic Communications 18:14, pages 1731-1742.
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Articles from other publishers (28)

Hakan Beyaztas, Burcu Babaoglu, Baris Demirkol, Erdogan Cetinkaya & Eray Metin Guler. (2024) Synthesis and Characterization of Thymoquinone‐Oxime (TQ‐Ox) from Thymoquinone and Evaluation of its Cytotoxic, Genotoxic, and Apoptotic Potential in Lung Cancer Cells (A549) in vitro . ChemistrySelect 9:10.
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İbrahim Kani, İrem Taşkınlar, Zeyneb Uzel & İlker Avan. (2024) Catalytic oxidation of thymol and carvacrol with Mn(II)-benzoylbenzoate-bipyridine complex. Polyhedron 249, pages 116772.
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Henry Martínez, Jane Neira, Álvaro A. Amaya, Edgar A. Páez-Mozo & Fernando Martínez Ortega. (2023) Selective Photooxidation of Valencene and Thymol with Nano-TiO2 and O2 as Oxidant. Molecules 28:9, pages 3868.
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Shimaa Abd El-Salam El-Sayed & Mohamed Abdo Rizk. (2023) COVID-19 and Thymoquinone: Clinical Benefits, Cure, and Challenges. BioMed 3:1, pages 59-76.
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Ibrahim Kani. (2023) Oxidation of thymol catalysed by a water-soluble Cu(II)-adipate-diphenylamine complex in a biphasic medium. Polyhedron 230, pages 116237.
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Patrícia Salvador Tessaro, Alexandre Moreira Meireles, Adriano Silva Guimarães, Bernardo Schmitberger, Ana Luísa Almeida Lage, Patrícia Santiago de Oliveira Patrício, Dayse Carvalho da Silva Martins & Gilson DeFreitas-Silva. (2022) The polymerization of carvacrol catalyzed by Mn-porphyrins: obtaining the desired product guided by the choice of solvent, oxidant, and catalyst. New Journal of Chemistry 46:44, pages 21136-21147.
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Amr E. Edris. 2021. Black cumin (Nigella sativa) seeds: Chemistry, Technology, Functionality, and Applications. Black cumin (Nigella sativa) seeds: Chemistry, Technology, Functionality, and Applications 81 95 .
Linda Schreiner, Johannes Bauer, Eva Ortner & Andrea Buettner. (2020) Structure–Odor Activity Studies on Derivatives of Aromatic and Oxygenated Monoterpenoids Synthesized by Modifying p -Cymene . Journal of Natural Products 83:4, pages 834-842.
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Cláudia M. B. Neves, João P. C. Tomé, Zhanyao Hou, Wim Dehaen, Richard Hoogenboom, M. Graça P. M. S. Neves & Mário M. Q. Simões. (2018) Oxidation of Monoterpenes Catalysed by a Water‐Soluble Mn III PEG‐Porphyrin in a Biphasic Medium . ChemCatChem 10:13, pages 2804-2809.
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Md. Jakaria, Duk-Yeon Cho, Md. Ezazul Haque, Govindarajan Karthivashan, In-Su Kim, Palanivel Ganesan & Dong-Kug Choi. (2018) Neuropharmacological Potential and Delivery Prospects of Thymoquinone for Neurological Disorders. Oxidative Medicine and Cellular Longevity 2018, pages 1-17.
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M. S. Liangning Hu, Jianqiang Yu, Hongchuan Xin, Zengjian An & Wenshou Sun. (2017) Aerobic Water–based Oxidation of 2,3,6‐Trimethylphenol to Trimethyl‐1,4‐benzoquinone over Copper(II) Nitrate Catalyst. ChemistrySelect 2:3, pages 949-952.
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Matthias Göhl & Karlheinz Seifert. (2015) Total Synthesis of 3‐Oxo‐ and 3β‐Hydroxytauranin via Negishi Coupling of a Bis( ortho ‐oxy)‐Functionalized Benzyl Chloride . European Journal of Organic Chemistry 2015:28, pages 6249-6258.
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Marciana P. Uliana, Bruno M. Servilha, Olga Alexopoulos, Kleber T. de Oliveira, Cláudio F. Tormena, Marco A.B. Ferreira & Timothy J. Brocksom. (2014) The Diels–Alder reactions of para-benzoquinone nitrogen-derivatives: an experimental and theoretical study. Tetrahedron 70:39, pages 6963-6973.
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Maria C. Donatoni, Gilmar A.B. Junior, Kleber T. de Oliveira, Romulo A. Ando, Timothy J. Brocksom & Alcindo A. Dos Santos. (2014) Solvent-free Diels–Alder reactions catalyzed by FeCl3 on Aerosil® silica. Tetrahedron 70:20, pages 3231-3238.
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Maria C. Donatoni, Gilmar A. B. Junior, Alcindo A. Dos Santos, Kleber T. de Oliveira & Timothy J. Brocksom. (2013) The Diels-Alder reaction of para-benzoquinones and simple dienes under catalysis with FeCl3 on Aerosil® silica. The Diels-Alder reaction of para-benzoquinones and simple dienes under catalysis with FeCl3 on Aerosil® silica.
Damião P. De Sousa, Ygor W. Vieira, Marciana P. Uliana, Manuela A. Melo, Timothy J. Brocksom & Sócrates C. H. Cavalcanti. (2010) Larvicidal activity of para-Benzoquinones. Parasitology Research 107:3, pages 741-745.
Crossref
Bruce H. Lipshutz. 2004. 269 292 .
Bruce H. Lipshutz, Paul Mollard, Steven S. Pfeiffer & Will Chrisman. (2002) A Short, Highly Efficient Synthesis of Coenzyme Q 10 . Journal of the American Chemical Society 124:48, pages 14282-14283.
Crossref
Kathlyn A. Parker & David Taveras. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis.
R.C Felicio, E.T.G Cavalheiro & E.R Dockal. (2001) Preparation, characterization and thermogravimetric studies of [N,N′-cis-1,2-cyclohexylene bis(salicylideneaminato)]cobalt(II) and [N,N′-(±)-trans-1,2-cyclo-hexylene bis(salicylideneaminato)]cobalt(II). Polyhedron 20:3-4, pages 261-268.
Crossref
Timothy John Brocksom, Arlene G. Corrêa, Ronilda M. Naves, Fausto SilvaJr.Jr., Valdomiro Catani, Marco A. Ceschi, Julio Zukerman-Schpector, Ana Paula Toloi, Maria Lúcia Ferreira & Ursula Brocksom. 2001. Organic Synthesis: Theory and Applications Volume 5. Organic Synthesis: Theory and Applications Volume 5 39 87 .
S. Domagała & J. Dziegieć. (1997) Oxidative cross-coupling of some 2,6- and N,N-disubstituted aniline derivatives with 4-aminophenol mediated by cerium(IV) ions in aqueous perchloric acidDurch Cer(IV)-Ionen induzierte oxidative Kreuzkupplung einiger 2,6- und N,N-disubstituierter Anilinderivate mit 4-Aminophenol in wässriger Perchlorsäure. Monatshefte für Chemie Chemical Monthly 128:8-9, pages 749-757.
Crossref
. 1996. Synthetic and Natural Phenols. Synthetic and Natural Phenols 126 146 .
O. Signorini, E.R. Dockal, G. Castellano & G. Oliva. (1996) Synthesis and characterization of aquo[N,N′-ethylenebis(3-ethoxysalicylideneaminato)]dioxouranium(VI). Polyhedron 15:2, pages 245-255.
Crossref
Jack K. Crandall, Martine Zucco, R.Scott Kirsch & David M. Coppert. (1991) The formation of orthoquinones in the dimethyldioxirane oxidation of phenols. Tetrahedron Letters 32:40, pages 5441-5444.
Crossref
Philip J. Dudfield. 1991. Comprehensive Organic Synthesis. Comprehensive Organic Synthesis 345 356 .
László Markó. (1988) Transition metals in organic synthesis: hydroformylation, reduction and oxidation. Journal of Organometallic Chemistry 343:1-3, pages 399-551.
Crossref
E. R. DOCKAL, Q. B. CASS, T. J. BROCKSOM, U. BROCKSOM & A. G. CORREA. (2016) ChemInform Abstract: A Simple and Efficient Synthesis of Thymoquinone and Methyl p‐Benzoquinone.. Chemischer Informationsdienst 17:4.
Crossref

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