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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 39, 2009 - Issue 3
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Original Articles

Cerium(III) Chloride–Catalyzed One-Pot Synthesis of Tetrahydrobenzo[b]pyrans

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Pages 433-442 | Received 01 May 2008, Published online: 08 Jan 2009

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Abhijeet Mulik, Vishvanath Ghanwat, Pravin Hegade, Mukund Mali, D.-Y. Kim, Dae Sung Lee, Asif Shahzad, Surendra Shinde & Mohan Rajmane. (2023) A Novel Recyclable Bi-Mg-O Composite Nano-Catalyst Promoted Rapid and Efficient Synthesis of Spirooxindole and 4H-Pyran Derivatives. Polycyclic Aromatic Compounds 43:7, pages 6665-6678.
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Arup Dutta, Noimur Rahman, John Elisa Kumar, Jintu Rabha, Tridip Phukan & Rishanlang Nongkhlaw. (2021) Catalyst-free UV365-assisted synthesis of pyran annulated heterocyclic scaffolds and evaluation of their antibacterial activities. Synthetic Communications 51:2, pages 263-278.
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Vaibhav W. Godse, Umesh R. Sonwane, Parmeshwar P. Pawar, Sahebrao S. Rindhe, Pravin S. Kendrekar & Rajendra P. Pawar. (2017) L-Pyrrolidine-2-Carboxylic Acid Sulfate: A New Ionic Liquid for the Synthesis of Bioactive Tetrahydrobenzo[b]pyrans. Organic Preparations and Procedures International 49:4, pages 363-369.
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Anil Kumar & M. Sudershan Rao. (2012) An expeditious and greener one-pot synthesis of 4H-chromenes catalyzed by Ba(OTf)2 in PEG-water. Green Chemistry Letters and Reviews 5:3, pages 283-290.
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Hossein Abdi Oskooie, MajidM. Heravi, Narges Karimi & Mojgan Ebrahim Zadeh. (2011) Caro's Acid–Silica Gel: An Efficient and Versatile Catalyst for the One-Pot Synthesis of Tetrahydrobenzo[b]pyran Derivatives. Synthetic Communications 41:3, pages 436-440.
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Ajay Gupta, Ramen Jamatia & Amarta Kumar Pal. (2015) Ferrite-supported glutathione: an efficient, green nano-organocatalyst for the synthesis of pyran derivatives. New Journal of Chemistry 39:7, pages 5636-5642.
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Huanan Hu, Fangli Qiu, Anguo Ying, Jianguo Yang & Haiping Meng. (2014) An Environmentally Benign Protocol for Aqueous Synthesis of Tetrahydrobenzo[b]Pyrans Catalyzed by Cost-Effective Ionic Liquid. International Journal of Molecular Sciences 15:4, pages 6897-6909.
Crossref
Keyume Ablajan, Li-Ju Wang, Zulipiya Maimaiti & Yong-Ting Lu. (2013) CeCl3-promoted one-pot synthesis of multisubstituted bispyrano[2,3-c]pyrazole derivatives. Monatshefte für Chemie - Chemical Monthly 145:3, pages 491-496.
Crossref
Abdollah Fallah-Shojaei, Khalil Tabatabaeian, Farhad Shirini & Seyyedeh Zoha Hejazi. (2014) Multi-walled carbon nanotube supported Fe3O4NPs: an efficient and reusable catalyst for the one-pot synthesis of 4H-pyran derivatives. RSC Advances 4:19, pages 9509.
Crossref
Jaspreet Kaur Rajput & Gagandeep Kaur. (2014) Synthesis and applications of CoFe 2 O 4 nanoparticles for multicomponent reactions . Catal. Sci. Technol. 4:1, pages 142-151.
Crossref
Roberta Properzi & Enrico Marcantoni. (2014) Construction of heterocyclic structures by trivalent cerium salts promoted bond forming reactions. Chem. Soc. Rev. 43:3, pages 779-791.
Crossref
Ying‐Lei Wang, Zhuo Li, Jun Luo & Zu‐Liang Liu. (2013) One‐pot Synthesis of Tetrahydrobenzo[b]pyrans Catalyzed by PEG‐1000 Bridged Primary Amine Functionalized Dicationic Ionic Liquid in Water. Journal of the Chinese Chemical Society 60:12, pages 1431-1436.
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Rui-Yun Guo, Zhi-Min An, Li-Ping Mo, Rui-Zhi Wang, Hong-Xia Liu, Shu-Xia Wang & Zhan-Hui Zhang. (2013) Meglumine: A Novel and Efficient Catalyst for One-Pot, Three-Component Combinatorial Synthesis of Functionalized 2-Amino-4 H -pyrans . ACS Combinatorial Science 15:11, pages 557-563.
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Jalal Albadi, Azam Mansournezhad & Zahra Derakhshandeh. (2013) CuO–CeO2 nanocomposite: A highly efficient recyclable catalyst for the multicomponent synthesis of 4H-benzo[b]pyran derivatives. Chinese Chemical Letters 24:9, pages 821-824.
Crossref
Meysam Amirnejad, Mohammad Reza Naimi-Jamal, Hesam Tourani & Hossein Ghafuri. (2013) A facile solvent-free one-pot three-component method for the synthesis of 2-amino-4H-pyrans and tetrahydro-4H-chromenes at ambient temperature. Monatshefte für Chemie - Chemical Monthly 144:8, pages 1219-1225.
Crossref
Tao Chen, Xiao-Ping Xu & Shun-Jun Ji. (2013) Facile and Efficient Synthesis of Indol-3-yl Substituted Pyran Derivatives via One-Pot Multicomponent Reactions under Ultrasonic Irradiation . Journal of Heterocyclic Chemistry 50:2, pages 244-251.
Crossref
Mohammad Abdollahi-Alibeik & Fahime Nezampour. (2012) Synthesis of 4H-benzo[b]pyrans in the presence of sulfated MCM-41 nanoparticles as efficient and reusable solid acid catalyst. Reaction Kinetics, Mechanisms and Catalysis 108:1, pages 213-229.
Crossref
Aniruddha Molla, Ezaz Hossain & Sahid Hussain. (2013) Multicomponent domino reactions: borax catalyzed synthesis of highly functionalised pyran-annulated heterocycles. RSC Advances 3:44, pages 21517.
Crossref
Seyed Meysam Baghbanian, Niloufar Rezaei & Hamed Tashakkorian. (2013) Nanozeolite clinoptilolite as a highly efficient heterogeneous catalyst for the synthesis of various 2-amino-4H-chromene derivatives in aqueous media. Green Chemistry 15:12, pages 3446.
Crossref
Mohammad G. Dekamin, Mohammad Eslami & Ali Maleki. (2013) Potassium phthalimide-N-oxyl: a novel, efficient, and simple organocatalyst for the one-pot three-component synthesis of various 2-amino-4H-chromene derivatives in water. Tetrahedron 69:3, pages 1074-1085.
Crossref
Sara Nemouchi, Raouf Boulcina, Bertrand Carboni & Abdelmadjid Debache. (2012) Phenylboronic acid as an efficient and convenient catalyst for a three-component synthesis of tetrahydrobenzo[b]pyrans. Comptes Rendus Chimie 15:5, pages 394-397.
Crossref
Mazaahir Kidwai, Anwar Jahan & Neeraj Kumar Mishra. (2012) A novel method for the synthesis of tetrahydrobenzo[a]-xanthen-11-one derivatives using cerium(III) chloride as a highly efficient catalyst. Comptes Rendus Chimie 15:4, pages 324-330.
Crossref
Amarendra Patra & Tanusri Mahapatra. (2010) Synthesis of Tetrahydrobenzo[ b ]Pyran Derivatives Catalysed by Aliquat®336 in Water Under Microwave Irradiation . Journal of Chemical Research 34:12, pages 689-693.
Crossref
Gowravaram Sabitha, K. Arundhathi, K. Sudhakar, B. S. Sastry & J. S. Yadav. (2009) ChemInform Abstract: Cerium(III) Chloride Catalyzed One‐Pot Synthesis of Tetrahydrobenzo[b]pyrans. ChemInform 40:26.
Crossref

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