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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 34, 2004 - Issue 16
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Original Articles

One‐Step Synthesis of 2‐Amino‐3‐cyano‐4‐ aryl‐1,4,5,6‐tetrahydropyrano[3,2‐c]quinolin‐5‐one Derivatives Using KF–Al2O3 as Catalyst

Xiang‐shan Wang Department of Chemistry, Xuzhou Normal University, Xuzhou Jiangsu, 221116, China; School of Chemical Engineering, China University of Mining of Technology, Xuzhou Jiangsu, China; The Key Laboratory of Biotechnology on Medical Plant, Jiangsu, Xuzhou, ChinaCorrespondence[email protected]
,
Zhao‐sen Zeng Department of Chemistry, Xuzhou Normal University, Xuzhou Jiangsu, 221116, China
,
Da‐qing Shi Department of Chemistry, Xuzhou Normal University, Xuzhou Jiangsu, 221116, China; The Key Laboratory of Biotechnology on Medical Plant, Jiangsu, Xuzhou, China
,
Xian‐yong Wei School of Chemical Engineering, China University of Mining of Technology, Xuzhou Jiangsu, China
&
Zhi‐min Zong School of Chemical Engineering, China University of Mining of Technology, Xuzhou Jiangsu, China
Pages 3021-3027 | Received 23 Feb 2004, Published online: 06 Jan 2011

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K. R. Kadam, A. S. Waghmare, V. D. Murade, S. S. Gurav, D. S. Wankhede & V. T. Kamble. (2023) Silica Bonded Bis(Hydrogensulphato)Benzene as a New, Sustainable Catalytic Material for an Efficient and Aqueous Based Synthesis of 5-Oxo-4H-Pyrano[3,2-c]Quinolone Scaffolds. Polycyclic Aromatic Compounds 43:3, pages 2524-2539.
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Chetan K. Jadhav, Amol S. Nipate, Asha V. Chate & Charansingh. H. Gill. (2022) β‐Cyclodextrin: An Efficient Supramolecular Catalyst for the Synthesis of Pyranoquinolines Derivatives under Ultrasonic Irradiation in Water. Polycyclic Aromatic Compounds 42:7, pages 4224-4239.
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Liangliang Han, Xiaoyun Hu & Zhongqiang Zhou. (2017) Diammonium Hydrogen Phosphate as a Recyclable Catalyst for the Rapid and Green Synthesis of 2-amino-1,4,5,6-tetrahydropyrano[3,2-c]-quinolin-5-one Derivatives. Polycyclic Aromatic Compounds 37:1, pages 73-80.
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Meng-Jian Yao, Zhi Guan & Yan-Hong He. (2013) Simple, Catalyst-Free, One-Pot Procedure for the Synthesis of 2-Amino-3-cyano-1,4,5,6-tetrahydropyrano[3,2-c]quinolin-5-one Derivatives. Synthetic Communications 43:15, pages 2073-2078.
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M. Syamala. (2009) Recent Progress in Three-Component Reactions. An Update. Organic Preparations and Procedures International 41:1, pages 1-68.
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Articles from other publishers (19)

Ashraf A. Aly, Essmat M. El-Sheref, Aboul-Fetouh E. Mourad, Momtaz E. M. Bakheet & Stefan Bräse. (2019) 4-Hydroxy-2-quinolones: syntheses, reactions and fused heterocycles. Molecular Diversity 24:2, pages 477-524.
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Navjeet Kaur. 2020. Metal and Nonmetal Assisted Synthesis of Six-Membered Heterocycles. Metal and Nonmetal Assisted Synthesis of Six-Membered Heterocycles 1 64 .
Wanzheng MA, Abdol Ghaffar Ebadi, Mostafa shahbazi sabil, Ramin Javahershenas & Giorgos Jimenez. (2019) One-pot synthesis of 2-amino-4 H -chromene derivatives by MNPs@Cu as an effective and reusable magnetic nanocatalyst . RSC Advances 9:23, pages 12801-12812.
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Masoud Khaleghi-Abbasabadi & Davood Azarifar. (2019) Magnetic Fe3O4-supported sulfonic acid-functionalized graphene oxide (Fe3O4@GO-naphthalene-SO3H): a novel and recyclable nanocatalyst for green one-pot synthesis of 5-oxo-dihydropyrano[3,2-c]chromenes and 2-amino-3-cyano-1,4,5,6-tetrahydropyrano[3,2-c]quinolin-5-ones. Research on Chemical Intermediates 45:4, pages 2095-2118.
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Moaz M. Abdou. (2018) Chemistry of 4-hydroxy-2(1H)-quinolone. Part 2. As synthons in heterocyclic synthesis. Arabian Journal of Chemistry 11:7, pages 1061-1071.
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Anatoly N. Vereshchagin, Michail N. Elinson, Yuliya E. Anisina, Kirill A. Karpenko, Alexander S. Goloveshkin, Sergey G. Zlotin & Mikhail P. Egorov. (2018) High diastereoselective amine-catalyzed Knoevenagel–Michael-cyclization–ring-opening cascade between aldehydes, 3-arylisoxazol-5(4H)-ones and 3-aminocyclohex-2-en-1-ones. Molecular Diversity 22:3, pages 627-636.
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Zahra Tashrifi, Kurosh Rad-Moghadam & Morteza Mehrdad. (2017) Catalytic performance of a new Brønsted acidic oligo(ionic liquid) in efficient synthesis of pyrano[3,2-c]quinolines and pyrano[2,3-d]pyrimidines. Journal of Molecular Liquids 248, pages 278-285.
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Fatereh Asghari-Haji, Kurosh Rad-Moghadam, Nosrat O. Mahmoodi, Tayyebeh Tonekaboni & Najmeh Rahimi. (2017) Cobalt ferrite encapsulated in a zwitterionic chitosan derived shell: An efficient nano-magnetic catalyst for three-component syntheses of pyrano[3,2- c ]quinolines and spiro-oxindoles . Applied Organometallic Chemistry 31:12, pages e3891.
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Sunetra J. Jadhav, Reshma B. Patil, Digambar R. Kumbhar, Ajinkya A. Patravale, Dattatraya R. Chandam & Madhukar B. Deshmukh. (2017) Sulfamic Acid Catalyzed Atom Economic, Eco-friendly Synthesis of Novel 7-(Aryl)-10-thioxo-7,9,10,11-tetrahedro-6 H -pyrimido-[5′4′:5,6]pyrano[3,2-c]quinoline-6,8(5 H )-dione and its Derivatives . Journal of Heterocyclic Chemistry 54:4, pages 2206-2215.
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Swathi Bandaru, Ravi K. Majji, Satyanarayana Bassa, Pandu N. Chilla, Ramesh Yellapragada, Sruthi Vasamsetty, Rajendra K. Jeldi, Raghu B. Korupolu & Paul D. Sanasi. (2016) Magnetic Nano Cobalt Ferrite Catalyzed Synthesis of 4<i>H</i>-Pyrano[3,2-<i>h</i>]quinoline Derivatives under Microwave Irradiation. Green and Sustainable Chemistry 06:02, pages 101-109.
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Esmayeel Abbaspour-Gilandeh, Mehraneh Aghaei-Hashjin, Asieh Yahyazadeh & Hadi Salemi. (2016) (CTA) 3 [SiW 12 ]–Li + –MMT: a novel, efficient and simple nanocatalyst for facile and one-pot access to diverse and densely functionalized 2-amino-4H-chromene derivatives via an eco-friendly multicomponent reaction in water . RSC Advances 6:60, pages 55444-55462.
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Ravi Chaniyara, Shailesh Thakrar, Rajesh Kakadiya, Bhavin Marvania, Dilip Detroja, Nikhil Vekariya, Kuldip Upadhyay, Atul Manvar & Anamik Shah. (2014) DBU-catalyzed Multicomponent Synthesis: Facile Access of 4,5,6,9-Tetrahydro-pyrido[3,2- c ]quinolines . Journal of Heterocyclic Chemistry 51:2, pages 466-474.
Crossref
Bai-Xiang Du, Yu-Ling Li, Wei Lin, Ming-Hua Hu, Zhi-Bin Huang & Da-Qing Shi. (2013) l -Proline-catalysed three-component Cascade Reaction for the Facile Synthesis of 3,4-dihydro-2 H -pyrano[3,2- c ]quinolin-2,5(6 H )-dione Derivatives . Journal of Chemical Research 37:2, pages 95-98.
Crossref
Songlei Zhu, Jing Wang, Zhou Xu & Jie Li. (2012) An Efficient One-Pot Synthesis of Pyrano[3,2-c]quinolin-2,5-dione Derivatives Catalyzed by L-Proline. Molecules 17:12, pages 13856-13863.
Crossref
Qi Han, Hui-Yin Li, Yossi Zafrani, Eytan Gershonov & Ishay Columbus. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis.
Min Lei, Lei Ma & Lihong Hu. (2011) A green, efficient, and rapid procedure for the synthesis of 2-amino-3-cyano-1,4,5,6-tetrahydropyrano[3,2-c]quinolin-5-one derivatives catalyzed by ammonium acetate. Tetrahedron Letters 52:20, pages 2597-2600.
Crossref
Igor V. Magedov, Madhuri Manpadi, Marcia A. Ogasawara, Adriana S. Dhawan, Snezna Rogelj, Severine Van slambrouck, Wim F. A. Steelant, Nikolai M. Evdokimov, Pavel Y. Uglinskii, Eerik M. Elias, Erica J. Knee, Paul Tongwa, Mikhail Yu. Antipin & Alexander Kornienko. (2008) Structural Simplification of Bioactive Natural Products with Multicomponent Synthesis. 2. Antiproliferative and Antitubulin Activities of Pyrano[3,2- c ]pyridones and Pyrano[3,2- c ]quinolones . Journal of Medicinal Chemistry 51:8, pages 2561-2570.
Crossref
Igor V. Magedov, Madhuri Manpadi, Nikolai M. Evdokimov, Eerik M. Elias, Elena Rozhkova, Marcia A. Ogasawara, Jennifer D. Bettale, Nikolai M. Przheval’skii, Snezna Rogelj & Alexander Kornienko. (2007) Antiproliferative and apoptosis inducing properties of pyrano[3,2-c]pyridones accessible by a one-step multicomponent synthesis. Bioorganic & Medicinal Chemistry Letters 17:14, pages 3872-3876.
Crossref
Xiang‐shan Wang, Zhao‐sen Zeng, Da‐qing Shi, Xian‐yong Wei & Zhi‐min Zong. (2005) One‐Step Synthesis of 2‐Amino‐3‐cyano‐4‐aryl‐1,4,5,6‐tetrahydropyrano[3,2‐c]quinolin‐5‐one Derivatives Using KF—Al 2 O 3 as Catalyst. . ChemInform 36:4.
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