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ARTICLES

A Catalytic and Green Procedure for Synthesis of 12-Aryl- or 12-Alkyl-8,9,10,12-Tetrahydrobenzo[α]xanthen-11-one Derivatives under Solvent-Free Conditions

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Pages P57-P63 | Received 04 Apr 2009, Accepted 29 Apr 2009, Published online: 21 Aug 2009

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Saeed Sharifi Sharif Abad, Bi Bi Fatemeh Mirjalili & Abdolhamid Bamoniri. (2023) Fe3O4@Nano-Walnut Shell/BIII as a New Natural Based Catalyst for Synthesis of Tetrahydrobenzo[a]Xanthene-11-One Derivatives. Polycyclic Aromatic Compounds 43:9, pages 7979-7991.
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Maryam Mehravar, Bi Bi Fatameh Mirjalili, Elaheh Babaei & Abdolhamid Bamoniri. (2022) Efficient solvent free synthesis of tetrahydrobenzo[a]xanthene-11-one derivatives using nano-AlPO4/Ti (IV) as a green, heterogeneous and reusable catalyst. Inorganic and Nano-Metal Chemistry 52:2, pages 241-252.
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Anusaya S. Chavan, Arun S. Kharat, Manisha R. Bhosle, Sambhaji T. Dhumal & Ramrao A. Mane. (2021) Water mediated and Baker’s yeast accelerated novel synthetic protocols for tetrahydrobenzo[a]xanthene-11-ones and pyrazolo[3,4-b]quinolines. Synthetic Communications 51:13, pages 1963-1973.
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Soroor Sadeghi, Azita Farrokhi, Zohreh Hamidi & Fariba Maleki. (2016) Synthesis of Co/Mn/Nano ZnO as an Efficient Supported Catalyst for Preparation of Tetrahydrobenzo[a]xanthene-11-one and Its Derivatives. Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry 46:1, pages 77-82.
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Rajan Kumar Sharma, Rajni Khajuria & KamalK. Kapoor. (2014) Alum-Catalyzed Domino Synthesis of 12-Substituted-8,9,10,12-tetrahydrobenzoxanthen-11-ones Under Solvent-Free Conditions. Synthetic Communications 44:24, pages 3538-3551.
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HamidR. M. Esfahani, Naser Foroughifar, Akbar Mobinikhaledi & Hassan Moghanian. (2013) Ammonium Oxalate as an Efficient Catalyst for One-Pot Synthesis of Tetrahydrobenzo [a]xanthen-11-one Derivatives Under Solvent-Free Conditions. Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry 43:6, pages 752-755.
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Naser Foroughifar, Akbar Mobinikhaledi, Hassan Moghanian, Reza Mozafari & HamidR. M. Esfahani. (2011) Ammonium Chloride–Catalyzed One-Pot Synthesis of Tetrahydrobenzo[α]xanthen-11-one Derivatives Under Solvent-Free Conditions. Synthetic Communications 41:18, pages 2663-2673.
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Akbar Mobinikhaledi, Hassan Moghanian & Fatemeh Sasani. (2010) A Simple and Convenient Method for the Synthesis of Perimidine Derivatives Catalyzed by Nano-Silica Sulfuric Acid. International Journal of Green Nanotechnology: Physics and Chemistry 2:2, pages P47-P52.
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Akbar Mobinikhaledi, Naser Foroughifar & Mohammad Ali Bodaghi Fard. (2010) Eco-friendly and Efficient Synthesis of Pyrano[2,3-d] pyrimidinone and Tetrahydrobenzo[b]pyran Derivatives in Water. Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry 40:3, pages 179-185.
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Leila Amiri‐Zirtol & Soghra Khabnadideh. (2023) GO Treated with Aminoethyl‐Piperazine as a Reusable and Eco‐friendly Organocatalyst for Synthesis of Some Xanthen and Pyran Derivatives. ChemistrySelect 8:19.
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A H Cahyana, M C Maida & B Ardiansah. (2020) Aqueous fraction of Sapindus rarak D.C. fruit extract mediated one-pot three component construction of 9,9-dimethyl-12-phenyl-9,10-dihydro-8H-benzo[a]xanthen-11(12H)-one. IOP Conference Series: Materials Science and Engineering 763:1, pages 012003.
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Gurpreet Kaur, Shivani Thakur, Priyanka Kaundal, Kusum Chandel & Bubun Banerjee. (2018) p ‐Dodecylbenzenesulfonic Acid: An Efficient Brønsted Acid‐Surfactant‐Combined Catalyst to Carry out Diverse Organic Transformations in Aqueous Medium . ChemistrySelect 3:45, pages 12918-12936.
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Leila Kheirkhah, Manouchehr Mamaghani, Asieh Yahyazadeh & Nosrat Ollah Mahmoodi. (2017) HAp‐encapsulated γ‐Fe 2 O 3 ‐supported dual acidic heterogeneous catalyst for highly efficient one‐pot synthesis of benzoxanthenones and 3‐pyranylindoles . Applied Organometallic Chemistry 32:2.
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Ardeshir Khazaei, Mahshid Rezaei, Ahmad Reza Moosavi-Zare & Shahnaz Saednia. (2017) Solvent-free Synthesis of 1,8-Dioxo-octahydroxanthenes and Tetra-hydrobenzo[a]xanthene-11-ones over Poly( N,N ′-dibromo- N -ethylnaphtyl-2,7-sulfonamide) . Journal of the Chinese Chemical Society 64:9, pages 1088-1095.
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Hassan Kefayati, Samaneh Jirsaray Bazargard, Parisa Vejdansefat, Shahab Shariati & Alireza Mehtar Kohankar. (2016) Fe3O4@MCM-41-SO3H@[HMIm][HSO4]: An effective magnetically separable nanocatalyst for the synthesis of novel spiro[benzoxanthene-indoline]diones. Dyes and Pigments 125, pages 309-315.
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Faezeh Taghavi, Mostafa Gholizadeh, Amir Sh. Saljooghi & Mohammad Ramezani. (2016) Metal free synthesis of tetrahydrobenzo[a]xanthenes using orange peel as a natural and low cost efficient heterogeneous catalyst. RSC Advances 6:90, pages 87082-87087.
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Manmeet Kour, Satya Paul, James H. Clark, Vivek K. Gupta & Rajni Kant. (2016) Preparation and characterization of Lewis acid grafted sulfonated carbon@titania composites for the multicomponent synthesis of 4H-pyrimido[2,1-b]benzothiazoles and benzoxanthenones under solvent-free conditions. Journal of Molecular Catalysis A: Chemical 411, pages 299-310.
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Ahmad Reza Moosavi-Zare, Mohammad Ali Zolfigol, Mahmoud Zarei, Abdolkarim Zare & Vahid Khakyzadeh. (2015) Application of silica-bonded imidazolium-sulfonic acid chloride (SBISAC) as a heterogeneous nanocatalyst for the domino condensation of arylaldehydes with 2-naphthol and dimedone. Journal of Molecular Liquids 211, pages 373-380.
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Davood Habibi, Sharif Kaamyabi & Hasan Hazarkhani. (2015) Fe3O4 nanoparticles as an efficient and reusable catalyst for the solvent-free synthesis of 9,9-dimethyl-9,10-dihydro-8H-benzo-[a]xanthen-11(12H)-ones. Chinese Journal of Catalysis 36:3, pages 362-366.
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Mudumala Veeranarayana Reddy, Se Mo Son & Yeon Tae Jeong. (2014) TiO 2 -SiO 2 in PEG: A Highly Efficient Green Catalytic System for One-Pot Synthesis of Benzo[a]xanthen-11-ones . Journal of Heterocyclic Chemistry 51:5, pages 1246-1250.
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Farhad Shirini, Masoumeh Abedini, Somayeh Akbari-Dadamahaleh & Arman Rahmaninia. (2013) Iranian chemist’s efforts to provide various effective methods for the synthesis of xanthenes. Journal of the Iranian Chemical Society 11:3, pages 791-824.
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Akbar Mobinikhaledi & Alireza Khajeh-Amiri. (2014) N-propylpiperazine sulfonic acid immobilized on Fe3O4 magnetic silica nanoparticles: an efficient and heterogeneous catalyst for the one-pot synthesis of 9H-xanthene or methylenediphenol derivatives under solvent-free conditions. Reaction Kinetics, Mechanisms and Catalysis 112:1, pages 131-145.
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Adinarayana Murthy Akondi, Mannepalli Lakshmi Kantam, Rajiv Trivedi, Bojja Sreedhar, Sudheer Kumar Buddana, Reddy Shetty Prakasham & Suresh Bhargava. (2014) Formation of benzoxanthenones and benzochromenones via cerium-impregnated-MCM-41 catalyzed, solvent-free, three-component reaction and their biological evaluation as anti-microbial agents. Journal of Molecular Catalysis A: Chemical 386, pages 49-60.
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Farhad Shirini, Asieh Yahyazadeh & Kamal Mohammadi. (2014) One-pot synthesis of various xanthene derivatives using ionic liquid 1,3-disulfonic acid imidazolium hydrogen sulfate as an efficient and reusable catalyst under solvent-free conditions. Chinese Chemical Letters 25:2, pages 341-347.
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Shahin Fatma, Pravin K. Singh, Preyas Ankit, Shireen, Mandavi Singh & J. Singh. (2013) Thiamine hydrochloride as a promoter for the efficient and green synthesis of 12-aryl-8,9,10,12 tetrahydrobenzoxanthene-11-one derivatives in aqueous micellar medium. Tetrahedron Letters 54:49, pages 6732-6736.
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Ahmad Reza Moosavi-Zare, Mohammad Ali Zolfigol, Mahmoud Zarei, Abdolkarim Zare & Vahid Khakyzadeh. (2013) Preparation, characterization and application of ionic liquid sulfonic acid functionalized pyridinium chloride as an efficient catalyst for the solvent-free synthesis of 12-aryl-8,9,10,12-tetrahydrobenzo[a]-xanthen-11-ones. Journal of Molecular Liquids 186, pages 63-69.
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Ardeshir Khazaei, Mohammad Ali Zolfigol, Ahmad Reza Moosavi-Zare, Abdolkarim Zare, Mahmoud Khojasteh, Zhila Asgari, Vahid Khakyzadeh & Ali Khalafi-Nezhad. (2012) Organocatalyst trityl chloride efficiently promoted the solvent-free synthesis of 12-aryl-8,9,10,12-tetrahydrobenzo[a]-xanthen-11-ones by in situ formation of carbocationic system in neutral media. Catalysis Communications 20, pages 54-57.
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Velladurai Rama, Kuppusamy Kanagaraj & Kasi Pitchumani. (2012) A multicomponent, solvent-free, one-pot synthesis of benzoxanthenones catalyzed by HY zeolite: their anti-microbial and cell imaging studies. Tetrahedron Letters 53:9, pages 1018-1024.
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A. Sethukumar, V. Vithya, C. Udhaya Kumar & B. Arul Prakasam. (2012) NMR spectral and structural studies on some xanthenones and their thiosemicarbazone derivatives: Crystal and molecular structure of 12-(2-chlorophenyl)-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one. Journal of Molecular Structure 1008, pages 8-16.
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A. Sethukumar, Millet M. Chandy, B. Arul Prakasam & Raghavaiah Pallepogu. (2011) Synthesis and spectral studies on some tetrahydrobenzoxanthen-11-ones: crystal and molecular structure of 9,9-dimethyl-12-(2-nitrophenyl)-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one. Structural Chemistry 22:3, pages 671-680.
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Nana V. Shitole, S. B. Sapkal, Bapurao B. Shingate & Murlidhar S. Shingare. (2011) A Simple and Green Synthesis of Tetrahydrobenzo[α]-xanthen-11-one Using PEG-400 as Efficient and Recyclable Reaction Media. Bulletin of the Korean Chemical Society 32:1, pages 35-36.
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Pravin V Shinde, Amol H Kategaonkar, Bapurao B Shingate & Murlidhar S Shingare. (2011) Surfactant catalyzed convenient and greener synthesis of tetrahydrobenzo[ a ]xanthene-11-ones at ambient temperature . Beilstein Journal of Organic Chemistry 7, pages 53-58.
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