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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 27, 1997 - Issue 13
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Original Articles

Friedel-Crafts Benzylation of Arenes Using FeCl3 Impregnated Montmorillonite K10.

S. G. Pai Organic Chemistry Research Laboratory, University Department of Chemical Technology, Matunga, Bombay, 400019, India
,
A. R. Bajpai Organic Chemistry Research Laboratory, University Department of Chemical Technology, Matunga, Bombay, 400019, India
,
A. B. Deshpande Organic Chemistry Research Laboratory, University Department of Chemical Technology, Matunga, Bombay, 400019, India
&
S. D. Samant Organic Chemistry Research Laboratory, University Department of Chemical Technology, Matunga, Bombay, 400019, India
Pages 2267-2273 | Received 03 Dec 1996, Published online: 22 Aug 2006

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Seyed Jamal Tabatabaei Rezaei, Mohammad Reza Nabid, Seyedeh Zahra Hosseini & Mahvash Abedi. (2012) Polyaniline-Supported Zinc Oxide (ZnO) Nanoparticles: An Active and Stable Heterogeneous Catalyst for the Friedel–Crafts Acylation Reaction. Synthetic Communications 42:10, pages 1432-1444.
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Xueshun Jia, Peichao Zhao, Xiaotao Liu & Jian Li. (2008) FeCl3‐Catalyzed Nucleophilic Substitution of Baylis–Hillman Adducts with Alcohols. Synthetic Communications 38:10, pages 1617-1628.
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Pankajkumar R. Singh, Shriniwas D. Samant & Devendrapratap U. Singh. (2006) Conjugate Addition of Indoles with Electron‐Deficient Olefins Catalyzed by Fe‐Exchanged Montmorillonite K10. Synthetic Communications 36:9, pages 1265-1271.
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AnuR. Bajpai, AbhayB. Deshpande & ShriniwasD. Samant. (2000) An Efficient one-pot Synthesis of Aromatic Nitriles from Aldehydes Using Fe Modified K10. Synthetic Communications 30:15, pages 2785-2791.
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M.M. Lakouraj, B. Movassagh & J. Fasihi. (2000) Fe3+-Montmorillonite K10: an Efficient Catalyst for Selective Amidation of Alcohols with Nitriles Under Non-Aqueous Condition. Synthetic Communications 30:5, pages 821-827.
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Baoyu Liu, Jiajin Huang, Jian Yan & Rongchang Luo. (2021) Tailoring the catalytic properties of alkylation using Cu- and Fe-containing mesoporous MEL zeolites. New Journal of Chemistry 45:19, pages 8639-8646.
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Marie Hechelski, Alina Ghinet, Brice Louvel, Pierrick Dufrénoy, Benoît Rigo, Adam Daïch & Christophe Waterlot. (2018) From Conventional Lewis Acids to Heterogeneous Montmorillonite K10: Eco-Friendly Plant-Based Catalysts Used as Green Lewis Acids. ChemSusChem 11:8, pages 1249-1277.
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Richard C. LarockRichard C. Larock & Alexandre A. Pletnev. 2018. Comprehensive Organic Transformations. Comprehensive Organic Transformations 1 11 .
Bashir Ahmad Dar, Mohd. Mohsin, Abdul Basit & Mazahar Farooqui. (2013) Sand: A natural and potential catalyst in renowned Friedel Craft's acylation of aromatic compounds. Journal of Saudi Chemical Society 17:2, pages 177-180.
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Juyou Lu, Hao Zhang, Xiaowu Chen, Hongxia Liu, Yuyang Jiang & Hua Fu. (2013) Palladium-Catalyzed Synthesis of Aromatic Ketones and Isoindolobenzimidazoles via Selective Aromatic CH Bond Acylation . Advanced Synthesis & Catalysis, pages n/a-n/a.
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Subhash P. Chavan, Sumanta Garai, Achintya Kumar Dutta & Sourav Pal. (2012) Friedel-Crafts Acylation Reactions Using Esters. European Journal of Organic Chemistry 2012:35, pages 6841-6845.
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Hashem Sharghi, Mahboubeh Jokar, Mohammad Mahdi Doroodmand & Reza Khalifeh. (2010) Catalytic Friedel–Crafts Acylation and Benzoylation of Aromatic Compounds Using Activated Hematite as a Novel Heterogeneous Catalyst. Advanced Synthesis & Catalysis 352:17, pages 3031-3044.
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Ben Mei Wei, Zhi Yong Zhang & Zhi Qun Dai. (2010) Friedel-Crafts Acylation of Anisole Catalyzed by Green, Reusable Hydroxyapatite-Zinc Bromide Catalyst. Advanced Materials Research 113-116, pages 18-21.
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Muthuraj Esther Leena Preethi, Thiripuranthagan Sivakumar & Muthiahpillai Palanichami. (2010) Room temperature efficacious synthesis of diphenylmethane over Fe/Al-MCM-41 catalysts. Catalysis Communications 11:10, pages 876-879.
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Diederica D. Claeys, Christian V. Stevens, Bart I. Roman, Pieter Van De Caveye, Michel Waroquier & Veronique Van Speybroeck. (2010) Experimental and computational study of the ring opening of tricyclic oxanorbornenes to polyhydro isoindole phosphonates. Organic & Biomolecular Chemistry 8:16, pages 3644.
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Maria J. Gracia, Elia Losada, Rafael Luque, Juan M. Campelo, Diego Luna, Jose M. Marinas & Antonio A. Romero. (2008) Activity of Gallium and Aluminum SBA-15 materials in the Friedel–Crafts alkylation of toluene with benzyl chloride and benzyl alcohol. Applied Catalysis A: General 349:1-2, pages 148-155.
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Hossein A. Oskooie, Bita Baghernezhad, Majid M. Heravi & Y. Sh. Beheshtiha. (2013) Vanadyl Sulfate (VOSO 4 .3H 2 O). An Efficient Catalyst for Acylation of Alcohols and Phenols under Solvent Free Condition . Journal of the Chinese Chemical Society 55:4, pages 713-715.
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Vasant R. Choudhary & Rani Jha. (2008) GaAlCl -grafted Mont.K-10 clay: Highly active and stable solid catalyst for the Friedel-Crafts type benzylation and acylation reactions. Catalysis Communications 9:6, pages 1101-1105.
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H. Hentit, K. Bachari, M.S. Ouali, M. Womes, B. Benaichouba & J.C. Jumas. (2007) Alkylation of benzene and other aromatics by benzyl chloride over iron-containing aluminophosphate molecular sieves. Journal of Molecular Catalysis A: Chemical 275:1-2, pages 158-166.
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A.N. Pârvulescu, B.C. Gagea, G. Poncelet & V.I. Pârvulescu. (2006) Acylation of alcohols and activated aromatic compounds on silica embedded-triflate catalysts. Applied Catalysis A: General 301:1, pages 133-137.
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M. Gopalakrishnan, P. Sureshkumar, V. Kanagarajan & J. Thanusu. (2005) Aluminium metal powder (atomized) catalyzed Friedel–Crafts acylation in solvent-free conditions: A facile and rapid synthesis of aryl ketones under microwave irradiation. Catalysis Communications 6:12, pages 753-756.
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P. Pushpaletha, S. Rugmini & M. Lalithambika. (2005) Correlation between surface properties and catalytic activity of clay catalysts. Applied Clay Science 30:3-4, pages 141-153.
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Mona Hosseini Sarvari & Hashem Sharghi. (2005) Solvent-Free CatalyticFriedel-Crafts Acylation of Aromatic Compounds with Carboxylic Acids by Using a Novel Heterogeneous Catalyst System:p-Toluenesulfonic Acid/Graphite. Helvetica Chimica Acta 88:8, pages 2282-2287.
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Irina Iovel, Kristin Mertins, Jette Kischel, Alexander Zapf & Matthias Beller. (2005) An Efficient and General Iron-Catalyzed Arylation of Benzyl Alcohols and Benzyl Carboxylates. Angewandte Chemie International Edition 44:25, pages 3913-3917.
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Suman K. Jana. (2005) Recent developments of heterogeneous solid catalysts for liquid-phase Friedel–Crafts type benzylation reaction. Catalysis Surveys from Asia 9:1, pages 25-34.
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Devendrapratap U. Singh, Pankajkumar R. Singh & Shriniwas D. Samant. (2004) Fe-pillared bentonite—an efficient catalyst for sulfonylation of arenes using aryl and alkyl sulfonyl chlorides. Tetrahedron Letters 45:49, pages 9079-9082.
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Mona Hosseini Sarvari & Hashem Sharghi. (2004) Reactions on a Solid Surface. A Simple, Economical and Efficient Friedel−Crafts Acylation Reaction over Zinc Oxide (ZnO) as a New Catalyst. The Journal of Organic Chemistry 69:20, pages 6953-6956.
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Devendrapratap U Singh, Pankajkumar R Singh & Shriniwas D Samant. (2004) Fe-exchanged montmorillonite K10––the first heterogeneous catalyst for acylation of sulfonamides with carboxylic acid anhydrides. Tetrahedron Letters 45:24, pages 4805-4807.
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Sujit R. Jadhav & Manohar R. Sawant. (2013) Friedel‐Crafts Benzylation of Arenes over Mixed Oxides. Journal of the Chinese Chemical Society 51:1, pages 135-138.
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Vasant R. Choudhary, Suman K. Jana, Nilesh S. Patil & Suresh K. Bhargava. (2003) Friedel–Crafts type benzylation and benzoylation of aromatic compounds over Hβ zeolite modified by oxides or chlorides of gallium and indium. Microporous and Mesoporous Materials 57:1, pages 21-35.
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Vasant R. Choudhary, Suman K. Jana & Ajit S. Mamman. (2002) Benzylation of benzene by benzyl chloride over Fe-modified ZSM-5 and H-β zeolites and Fe2O3 or FeCl3 deposited on micro-, meso- and macro-porous supports. Microporous and Mesoporous Materials 56:1, pages 65-71.
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Michael B. Smith. 2002. Compendium of Organic Synthetic Methods. Compendium of Organic Synthetic Methods 57 99 .
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Vasant R. Choudhary & Suman K. Jana. (2002) Benzylation of benzene and substituted benzenes by benzyl chloride over InCl3, GaCl3, FeCl3 and ZnCl2 supported on clays and Si-MCM-41. Journal of Molecular Catalysis A: Chemical 180:1-2, pages 267-276.
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Mansour Lakouraj, B. Movassagh & J. Fasihi. (2019) FeCl 3 -adsorbed on montmorillonite K-10: An efficient catalyst for one-pot dealkylation–acetylation of ethers . Journal of Chemical Research 2001:9, pages 378-379.
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Vasant R Choudhary & Suman K Jana. (2001) Highly Active and Low Moisture Sensitive Supported Thallium Oxide Catalysts for Friedel–Crafts-Type Benzylation and Acylation Reactions: Strong Thallium Oxide–Support Interactions. Journal of Catalysis 201:2, pages 225-235.
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Vasant R. Choudhary, Suman K. Jana & Mahesh K. Chaudhari. (2001) Polycondensation of benzyl chloride over Ga- and In-modified ZSM-5 type zeolites and Si-MCM-41 or Montmorillonite-K10 supported GaCl 3 and InCl 3 catalysts. Journal of Molecular Catalysis A: Chemical 170:1-2, pages 251-259.
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A.B Deshpande, A.R Bajpai & S.D Samant. (2001) The enhanced activity of Sb after supporting on K10 in the benzylation of benzene using benzyl chloride and benzyl alcohol. Applied Catalysis A: General 209:1-2, pages 229-235.
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S.G. Pai, A.R. Bajpai, A.B. Deshpande & S.D. Samant. (2000) Benzylation of arenes in the presence of Montmorillonite K10 modified using aqueous and acetonitrile solutions of FeCl3. Journal of Molecular Catalysis A: Chemical 156:1-2, pages 233-243.
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C. Waterlot, D. Couturier & B. Hasiak. (2019) Friedel-Crafts Benzylation of 1,4-dialkoxybenzenes – Cleavage and Rearrangement of Esters and Methoxymethyl Ethers in ZnCl 2 Montmorillonite K10 Clay . Journal of Chemical Research 2000:3, pages 100-101.
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S. G. PAI, A. R. BAJPAI, A. B. DESHPANDE & S. D. SAMANT. (2010) ChemInform Abstract: Friedel‐Crafts Benzylation of Arenes Using FeCl3 Impregnated Montmorillonite K10.. ChemInform 28:37.
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