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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 39, 2008 - Issue 2
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Original Articles

Proline-Catalyzed Simple and Efficient Synthesis of 1,8-Dioxo-decahydroacridines in Aqueous Ethanol Medium

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Pages 228-241 | Received 16 Jan 2008, Published online: 22 Dec 2008

Keep up to date with the latest research on this topic with citation updates for this article.

Read on this site (17)

Reham Eid Abdelwahab, Ahmed F. Darweesh, Mohamed A. Ragheb, Ismail A. Abdelhamid & Ahmed H.M. Elwahy. (2023) Synthesis of New 2-(4-(1,4-Dihydropyridin-4-yl)Phenoxy)-N-Arylacetamides and Their Heterocyclic-Fused Derivatives via Hantzsch-Like Reaction. Polycyclic Aromatic Compounds 43:3, pages 1974-1986.
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Mshari Alotaibi, Md. Afroz Bakht, Abdulrahman I. Alharthi, Mohammed H. Geesi, Israf Uddin, Hanan A. Albalwi & Yassine Riadi. (2022) Preparation, Characterization and Application of Silica-Supported Tungstophosphoric (HPW/SiO2) Acid Catalyst to the Synthesis of 1, 8-Dioxoacridine Carboxylic Acid Derivatives in Semi Aqueous Condition. Polycyclic Aromatic Compounds 42:6, pages 3089-3102.
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Fatemeh Karimirad & Farahnaz K. Behbahani. (2021) Glycerol-Mediated and Simple Synthesis of 1,8-Dioxo-Decahydroacridines Under Transition Metal-Free Conditions. Polycyclic Aromatic Compounds 41:10, pages 2238-2246.
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Soad K. Salama, Ahmed F. Darweesh, Ismail A. Abdelhamid & Ahmed H. M. Elwahy. (2021) p-TSA Catalyzed One-Pot Synthesis of Some Novel Bis(Hexahydroacridine-1,8-Diones) and Bis(Tetrahydrodipyrazolo[3,4-b:4′,3′-e]Pyridines) Derivatives. Polycyclic Aromatic Compounds 41:7, pages 1392-1405.
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Seyyed Rasul Mousavi, Hamid Rashidi Nodeh & Alireza Foroumadi. (2021) Magnetically Recoverable Graphene-Based Nanoparticles for the One-Pot Synthesis of Acridine Derivatives under Solvent-Free Conditions. Polycyclic Aromatic Compounds 41:4, pages 746-760.
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Cinnathambi Subramani Maheswari, Paramasivam Sivaguru, Jan Grzegorz Malecki & Appaswami Lalitha. (2020) Glacial Acetic Acid-Assisted One-Pot Synthesis of Diverse Octahydroacridin-4-Methylbenzenesulfonamides via Tandem Cascade Reactions. Polycyclic Aromatic Compounds 40:4, pages 1045-1058.
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Divya Verma, Vikash Sharma, Shubha Jain & Gunadhor Singh Okram. (2020) Ultrasound-assisted synthesis of 1, 8-dioxodecahydroacridine derivatives in presence of Ag doped CdS nanocatalyst. Journal of Dispersion Science and Technology 41:8, pages 1145-1158.
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Homayoun Faroughi Niya, Maryam Fatahpour & Nourallah Hazeri. (2020) A One-pot Multicomponent Synthesis of Pyrroloacridine-1(2H)-one and 1,8-Dioxodecahydroacridine Derivatives Catalyzed by Salicylic Acid in Polyethylene Glycol. Polycyclic Aromatic Compounds 40:3, pages 774-783.
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Ujval Gupta, Anshul Uppal, Rajni Kant & Yugal Khajuria. (2019) A combined experimental and computational studies of 3,3,6,6-Tetramethyl-9-(4-Methoxyphenyl)3,4,6,7,9,10 hexahydroacridine-1,8-dione. Molecular Physics 117:6, pages 746-758.
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Haman Tavakkoli, Tayebeh Sanaeishoar & Maryam Moeinirad. (2017) Gd0.7Sr0.3MnO3 perovskite as a novel and efficient catalyst for synthesis of dioxodecahydroacridine derivatives. Inorganic and Nano-Metal Chemistry 47:3, pages 380-389.
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Asha V. Chate, Shital B. Sukale, Reshma S. Ugale & Charansingh H. Gill. (2017) Baker’s yeast: An efficient, green, and reusable biocatalyst for the one-pot synthesis of biologically important N-substituted decahydroacridine-1,8-dione derivatives. Synthetic Communications 47:5, pages 409-420.
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Rajesh H. Vekariya, Neelam P. Prajapati & Hitesh D. Patel. (2016) Silica-supported polyphosphoric acid (PPA-SiO2): An efficient and reusable heterogeneous catalyst for ecofriendly organic synthesis. Synthetic Communications 46:3, pages 197-219.
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Ahmet Işık, Burak Aday, Ramazan Ulus & Muharrem Kaya. (2015) One-Pot, Facile, Highly Efficient, and Green Synthesis of Acridinedione Derivatives Using Vitamin B1. Synthetic Communications 45:24, pages 2823-2831.
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S. Sheik Mansoor, K. Aswin, K. Logaiya & S.P.N. Sudhan. (2014) Aqua-mediated synthesis of acridinediones with reusable silica-supported sulfuric acid as an efficient catalyst. Journal of Taibah University for Science 8:3, pages 265-275.
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Abolghasem Davoodnia, Haniyeh Norouzi, Niloofar Tavakoli-Hoseini & Atefeh Zare-Bidaki. (2014) Performance Evaluation of Newly Prepared Alumina Supported Polyphosphoric Acid (PPA/Al2O3) as Efficient and Reusable Catalyst for the Synthesis of 1,8-Dioxodecahydroacridines. Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry 44:1, pages 70-78.
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Ali Javid, Amir Khojastehnezhad, Majid Heravi & FatemehF. Bamoharram. (2012) Silica-Supported Preyssler Nanoparticles Catalyzed Simple and Efficient One-Pot Synthesis of 1,8-Dioxodecahydroacridines in Aqueous Media. Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry 42:1, pages 14-17.
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Sarvin Yazdanfar & Farhad Shirini. Use of a New Natural Deep Eutectic Mixture for the Acceleration of Some of the Important Multi-Component Reactions. Polycyclic Aromatic Compounds 0:0, pages 1-18.
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M. E. Navgire, S. R. Bhitre, A. A. Yelwande & M. K. Lande. (2022) One-Pot Synthesis of 1,8-Dioxodecahydroacridines Catalyzed by Carbon-Doped MoO3. Russian Journal of Organic Chemistry 58:3, pages 394-404.
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Heshmatollah Alinezhad, Mahmood Tajbakhsh & Neda Ghobadi. (2015) Ionic liquid immobilized on Fe3O4 nanoparticles: a magnetically recyclable heterogeneous catalyst for one-pot three-component synthesis of 1,8-dioxodecahydroacridines. Research on Chemical Intermediates 41:12, pages 9979-9992.
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Seyed Meysam Baghbanian, Gonja Khanzad, Seyed Mohammad Vahdat & Hamed Tashakkorian. (2015) p-Sulfonic acid calix[4]arene as an efficient and reusable catalyst for the synthesis of acridinediones and xanthenes. Research on Chemical Intermediates 41:12, pages 9951-9966.
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Esmaiel Eidi, Mohammad Zaman Kassaee & Zahra Nasresfahani. (2015) Nanocrystalline TiO 2 , via green combustion synthesis, as an efficient and reusable catalyst for the preparation of 1,8‐dioxooctahydroxanthenes and 1,8‐dioxodecahydroacridines . Applied Organometallic Chemistry 29:12, pages 793-797.
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Ahmad Nakhaei, Abolghasem Davoodnia & Ali Morsali. (2014) Extraordinary catalytic activity of a Keplerate-type giant nanoporous isopolyoxomolybdate in the synthesis of 1,8-dioxo-octahydroxanthenes and 1,8-dioxodecahydroacridines. Research on Chemical Intermediates 41:10, pages 7815-7826.
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Malek Taher Maghsoodlou, Nourallah Hazeri, Mojtaba Lashkari, Fereshteh Nejad Shahrokhabadi, Behzad Naghshbandi, Mohammad Saeed Kazemi-doost, Mahnaz Rashidi, Fatemeh Mir, Mehrnoosh Kangani & Sajjad Salahi. (2014) Saccharose as a new, natural, and highly efficient catalyst for the one-pot synthesis of 4,5-dihydropyrano[3,2-c]chromenes, 2-amino-3-cyano-4H-chromenes, 1,8-dioxodecahydroacridine, and 2-substituted benzimidazole derivatives. Research on Chemical Intermediates 41:10, pages 6985-6997.
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Masoud Nasr-Esfahani, Morteza Montazerozohori & Tooba Abdizadeh. (2015) Nanorod vanadatesulfuric acid (VSA NRs)-catalyzed green synthesis of hexahydroacridine-1,8-diones in solvent-free conditions. Comptes Rendus. Chimie 18:5, pages 547-553.
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Ashok V. Borhade, Bhagwat K. Uphade & Anil G. Gadhave. (2013) Efficient, solvent-free synthesis of acridinediones catalyzed by CdO nanoparticles. Research on Chemical Intermediates 41:3, pages 1447-1458.
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Zahra Nasresfahani & M.Z. Kassaee. (2015) Mesoporous silica nanoparticles in an efficient, solvent-free, green synthesis of acridinediones. Catalysis Communications 60, pages 100-104.
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Handan Pamuk, Burak Aday, Fatih Şen & Muharrem Kaya. (2015) Pt NPs@GO as a highly efficient and reusable catalyst for one-pot synthesis of acridinedione derivatives. RSC Advances 5:61, pages 49295-49300.
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Ilangovan Pugazhenthi, Shaik Mohammed Ghouse, Fazlur-Rahman Nawaz Khan, Euh Duck Jeong, Jong Seong Bae, Jong-Pil Kim, Eun Hyuk Chung, Yadavalli Suneel Kumar & Changalraya Dasaradhan. (2015) Water mediated reactions: TiO 2 and ZnO nanoparticle catalyzed multi component domino reaction in the synthesis of tetrahydroacridinediones, acridindiones, xanthenones and xanthenes . RSC Advances 5:22, pages 17257-17268.
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Hamid Reza Safaei, Maryam Safaei & Mohsen Shekouhy. (2015) Sulfuric acid-modified poly(vinylpyrrolidone) ((PVP–SO 3 H)HSO 4 ): a new highly efficient, bio-degradable and reusable polymeric catalyst for the synthesis of acridinedione derivatives . RSC Advances 5:9, pages 6797-6806.
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Manjulla Gupta, Monika Gupta, Rajnikant Rajnikant & Vivek K. Gupta. (2015) Salicyldimine-based Schiff's complex of copper( ii ) as an efficient catalyst for the synthesis of nitrogen and oxygen heterocycles . New Journal of Chemistry 39:5, pages 3578-3587.
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Masoud Mokhtary & Seyed Abdollah Mirfarjood Langroudi. (2014) Polyvinylpolypyrrolidone-supported boron trifluoride: a mild and efficient catalyst for the synthesis of 1,8-dioxooctahydroxanthenes and 1,8-dioxodecahydroacridines. Monatshefte für Chemie - Chemical Monthly 145:9, pages 1489-1494.
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K.B. Ramesh & M.A. Pasha. (2014) Study on one-pot four-component synthesis of 9-aryl-hexahydro-acridine-1,8-diones using SiO2–I as a new heterogeneous catalyst and their anticancer activity. Bioorganic & Medicinal Chemistry Letters 24:16, pages 3907-3913.
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Ghodsi Mohammadi Ziarani, Alireza Badiei, Malihe Hassanzadeh & Somayeh Mousavi. (2014) Synthesis of 1,8-dioxo-decahydroacridine derivatives using sulfonic acid functionalized silica (SiO2-Pr-SO3H) under solvent free conditions. Arabian Journal of Chemistry 7:3, pages 335-339.
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Shenghui Li, Shan Ding, Shengjie Xu, Jinchao Zhang, Shuxiang Wang, Chuanqi Zhou & Xiaoliu Li. (2013) Iodine-catalyzed three-component one-pot synthesis of novel 1,8-dioxo-decahydroacridines derivatives bearing benzene sulfonamide moiety. Research on Chemical Intermediates 40:5, pages 2091-2102.
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HESHMATOLLAH ALINEZHAD, MAHMOOD TAJBAKHSH, MOHAMMAD NOROUZI, SAEED BAGHERY & JAMSHID RAKHTSHAH. (2013) Green and expeditious synthesis of 1,8-dioxodecahydroacridine derivatives catalysed by protic pyridinium ionic liquid. Journal of Chemical Sciences 125:6, pages 1517-1522.
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Ali Nakhi, P.T.V.A. Srinivas, Md. Shafiqur Rahman, Ravada Kishore, G.P.K. Seerapu, K. Lalith Kumar, Devyani Haldar, M.V. Basaveswara Rao & Manojit Pal. (2013) Amberlite IR-120H catalyzed MCR: Design, synthesis and crystal structure analysis of 1,8-dioxodecahydroacridines as potential inhibitors of sirtuins. Bioorganic & Medicinal Chemistry Letters 23:6, pages 1828-1833.
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Heshmatollah Alinezhad & Sahar Mohseni Tavakkoli. (2013) Efficient and Convenient Synthesis of 1,8-Dioxodecahydroacridine Derivatives Using Cu-Doped ZnO Nanocrystalline Powder as a Catalyst under Solvent-Free Conditions. The Scientific World Journal 2013, pages 1-9.
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Abolghasem DAVOODNIA, Atefeh ZARE-BIDAKI & Hossein BEHMADI. (2012) A Rapid and Green Method for Solvent-Free Synthesis of 1,8-Dioxodecahydroacridines Using Tetrabutylammonium Hexatungstate as a Reusable Heterogeneous Catalyst. Chinese Journal of Catalysis 33:11-12, pages 1797-1801.
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Mohammad Ali Ghasemzadeh, Javad Safaei-Ghomi & Halimeh Molaei. (2012) Fe3O4 nanoparticles: As an efficient, green and magnetically reusable catalyst for the one-pot synthesis of 1,8-dioxo-decahydroacridine derivatives under solvent-free conditions. Comptes Rendus. Chimie 15:11-12, pages 969-974.
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Jing-Jing Xia & Ke-Hua Zhang. (2012) Synthesis of N-substituted Acridinediones and Polyhydroquinoline Derivatives in Refluxing Water. Molecules 17:5, pages 5339-5345.
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Abolghasem Davoodnia, Amir Khojastehnezhad & Niloofar Tavakoli-Hoseini. (2011) Carbon-Based Solid Acid as an Efficient and Reusable Catalyst for the Synthesis of 1,8-Dioxodecahydroacridines Under Solvent-Free Conditions. Bulletin of the Korean Chemical Society 32:7, pages 2243-2248.
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Fatemeh Rashedian, Dariush Saberi & Khodabakhsh Niknam. (2013) Silica‐Bonded N ‐Propyl Sulfamic Acid: A Recyclable Catalyst for the Synthesis of 1,8‐Dioxo‐decahydroacridines, 1,8‐Dioxo‐octahydroxanthenes and Quinoxalines . Journal of the Chinese Chemical Society 57:5A, pages 998-1006.
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Khodabakhsh Niknam, Farhad Panahi, Dariush Saberi & Molki Mohagheghnejad. (2010) Silica‐bonded S ‐sulfonic acid as recyclable catalyst for the synthesis of 1,8‐dioxo‐decahydroacridines and 1,8‐dioxo‐octahydroxanthenes . Journal of Heterocyclic Chemistry 47:2, pages 292-300.
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K. Venkatesan, Suresh S. Pujari & Kumar V. Srinivasan. (2009) ChemInform Abstract: Proline‐Catalyzed Simple and Efficient Synthesis of 1,8‐Dioxo‐decahydroacridines in Aqueous Ethanol Medium.. ChemInform 40:26.
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