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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 19, 1989 - Issue 13-14
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Original Articles

Potassium Fluoride on Alumina: An Easy Preparation of Diazocarbonyl Compounds

Abdelkrim Ben Alloum I.S.M.R.A., U.R.A. 480 C.N.R.S., Laboratoire de Chimie des Composés Thioorganiques, Université de Caen, 5 avenue d'Edimbourg, F 14032, Caen Cedex, France
&
Didier Villemin I.S.M.R.A., U.R.A. 480 C.N.R.S., Laboratoire de Chimie des Composés Thioorganiques, Université de Caen, 5 avenue d'Edimbourg, F 14032, Caen Cedex, France
Pages 2567-2571 | Received 20 Mar 1989, Published online: 24 Oct 2006

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Ritu Arora, Kriti Kashyap, Anshika Mittal & Rita Kakkar. (2019) Synthesis and Reactions of Diazoketones. Organic Preparations and Procedures International 51:2, pages 103-146.
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ZsuzsaM. Jászay, Truong Son Pham, Katalin Gönczi, Imre Petneházy & László Tőke. (2010) Efficient Solid/Liquid Phase-Transfer Catalytic Diazo Transfer Synthesis. Synthetic Communications 40:11, pages 1574-1579.
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Rahman Hosseinzadeh, Maryam Mohadjerani, Rahmatollah Tavakoli & Mohammad Alikarami. (2009) Copper-Catalyzed Coupling of Aryl Halides with Terminal Alkynes in the Presence of KF/Al2O3 . Synthetic Communications 40:2, pages 282-288.
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Renata de S. Rianelli, Maria CecíliaB. V. de Souza & Vitor F. Ferreira. (2004) Mild Diazo Transfer Reaction Catalyzed by Modified Clays. Synthetic Communications 34:5, pages 951-959.
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Denghuang Gong, Ling Zhang & Chengye Yuan. (2004) A Facile Synthesis of 4‐(O,O‐Dialkylphosphoryl)‐1,3‐oxazole by Rhodium‐Catalyzed Heterocycloaddition. Synthetic Communications 34:18, pages 3259-3264.
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Denghuang Gong, Ling Zhang & Chengye Yuan. (2004) A Novel Route to 3‐(O,O‐Diethylphosphoryl)‐2,3‐dihydrofurans via Rhodium‐Catalyzed Heterocycloaddition Reaction. Synthetic Communications 34:18, pages 3251-3258.
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Boualem Oussaid, Jacques Berlan, Mohammed Soufiaoui & Bernard Garrigues. (1995) Improved Synthesis of Oxazoline Under Microwave Irradiation. Synthetic Communications 25:5, pages 659-665.
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P. Ceccherelli, M. Curini, F. Epifano, M.C. Marcotullio & O. Rosati. (1995) Vinylogous Wolff Rearrangement of β,γ-Unsaturated α-Diazo-β-ketoesters: A Novel Method for the Preparation of Substituted Malonates. Synthetic Communications 25:3, pages 301-308.
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Paolo Ceccherelli, Massimo Curini, Maria Carla Marcotullio & Ornelio Rosati. (1992) A NEW SYNTHETIC ROUTE TO 2-CARBOMETHOXYCYCLOPENT-2-ENONE via RHODIUM(II)-MEDIATED DECOMPOSITION OF DIAZOESTERS. Organic Preparations and Procedures International 24:4, pages 497-499.
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Didier Villemin, Abdelkrim Ben Alloum & Frédéric Thibault-Starzyk. (1992) An Easy Formation of Dithioacetals on Alumina-KF Under Microwave Irradiation. Synthesis of new Potential Antiviral Phosphonates. Synthetic Communications 22:9, pages 1359-1366.
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Somnath Ghosh & Indira Datta. (1991) Diazo Transfer Reaction in Solid State. Synthetic Communications 21:2, pages 191-200.
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Mariane Fantinel, Nayara Valiati, Pedro A.M. Moro & Marcus M. Sá. (2021) Amino-modified Merrifield resins as recyclable catalysts for the safe and sustainable preparation of functionalized α-diazo carbonyl compounds. Tetrahedron 86, pages 132081.
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Benjamin Laroche, Yuki Saito, Haruro Ishitani & Shu̅ Kobayashi. (2019) Basic Anion-Exchange Resin-Catalyzed Aldol Condensation of Aromatic Ketones with Aldehydes in Continuous Flow. Organic Process Research & Development 23:5, pages 961-967.
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Rosella M. O'Mahony, Denis Lynch, Hannah L. D. Hayes, Eilís Ní Thuama, Philip Donnellan, Roderick C. Jones, Brian Glennon, Stuart G. Collins & Anita R. Maguire. (2017) Exploiting the Continuous in situ Generation of Mesyl Azide for Use in a Telescoped Process. European Journal of Organic Chemistry 2017:44, pages 6533-6539.
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Michael P. Doyle, Yu Liu & Maxim Ratnikov. 2004. Organic Reactions. Organic Reactions 1 132 .
Qi Han, Hui-Yin Li, Yossi Zafrani, Eytan Gershonov & Ishay Columbus. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis.
Saada C. Dakdouki, Didier Villemin & Nathalie Bar. (2011) An Original On-Column Oxidative Cleavage of Vicinal Diols Using Alumina/Potassium Periodate: Application to Sequential Oxidation/Horner-Emmons Reactions. European Journal of Organic Chemistry 2011:23, pages 4448-4454.
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Yi-Si Feng, Yuan-Yuan Li, Lin Tang, Wei Wu & Hua-Jian Xu. (2010) Efficient ligand-free copper-catalyzed C–S cross-coupling of thiols with aryl iodides using KF/Al2O3 as base. Tetrahedron Letters 51:18, pages 2489-2492.
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Rahman Hosseinzadeh, Mahmood Tajbakhsh, Maryam Mohadjerani & Mohammad Alikarami. (2010) Copper-catalysed N-arylation of arylsulfonamides with aryl bromides and aryl iodides using KF/Al2O3. Journal of Chemical Sciences 122:2, pages 143-148.
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E. Gershonov, I. Columbus & Y. Zafrani. (2008) Facile Hydrolysis-Based Chemical Destruction of the Warfare Agents VX, GB, and HD by Alumina-Supported Fluoride Reagents. The Journal of Organic Chemistry 74:1, pages 329-338.
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Rahman Hosseinzadeh, Mahmood Tajbakhsh, Mohammad Alikarami & Maryam Mohadjerani. (2009) N ‐Arylation of N‐H heterocycles with aryl bromides and aryl iodides using cui and kf/Al 2 O 3 . Journal of Heterocyclic Chemistry 45:6, pages 1815-1818.
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Rahman HOSSEINZADEH, Mahmood TAJBAKHSH, Maryam MOHADJERANI & Elham GHORBANI. (2008) CuI‐catalyzed Coupling Reactions of Aryl Iodides with Amides Using L ‐Proline and KF/Al 2 O 3 . Chinese Journal of Chemistry 26:11, pages 2120-2124.
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Rahman Hosseinzadeh, Mahmood Tajbakhsh & Mohammad Alikarami. (2006) Copper-catalyzed N-arylation of diazoles with aryl bromides using KF/Al2O3: an improved protocol. Tetrahedron Letters 47:29, pages 5203-5205.
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Benjamin E. Blass, Keith Coburn, Neil Fairweather, Mark Sabat & Laura West. (2006) A facile, KF/Al2O3 mediated method for the preparation of functionalized pyrido[2,3-d]pyrimidin-7(8H)-ones. Tetrahedron Letters 47:18, pages 3177-3180.
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Ryan P. Wurz, Wei Lin & André B. Charette. (2003) Trifluoromethanesulfonyl azide: an efficient reagent for the preparation of α-cyano-α-diazo carbonyls and an α-sulfonyl-α-diazo carbonyl. Tetrahedron Letters 44:49, pages 8845-8848.
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Philippe Savignac & Bogdan Iorga. 2003. Modern Phosphonate Chemistry. Modern Phosphonate Chemistry.
Benjamin E. Blass. (2002) KF/Al2O3 Mediated organic synthesis. Tetrahedron 58:46, pages 9301-9320.
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Qi Han & Hui-Yin Li. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis.
Tarek Sammakia. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis.
Hajime Kabashima, Hideto Tsuji, Shinichi Nakata, Yoshinori Tanaka & Hideshi Hattori. (2000) Activity for base-catalyzed reactions and characterization of alumina-supported KF catalysts. Applied Catalysis A: General 194-195, pages 227-240.
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George W. Kabalka & Richard M. Pagni. (1997) Organic reactions on alumina. Tetrahedron 53:24, pages 7999-8065.
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G. Pattenden, J. I. G. Cadogan & S. V. LeyG. Pattenden, J. I. G. Cadogan & S. V. Ley. 1997. Dictionary of Organic Compounds. Dictionary of Organic Compounds 85 134 .
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Kevin E.B. Parkes & Stewart K. Richardson. 1995. Comprehensive Organic Functional Group Transformations. Comprehensive Organic Functional Group Transformations 111 204 .
Paolo Ceccherelli, Massimo Curini, Maria Carla Marcotullio & Ornelio Rosati. (1992) Rh2(OAc)4-mediated decomposition of diazocarbonyl compounds: A comparison of α-diazo ketones and α-diazo β-keto esters reactivity.. Tetrahedron 48:44, pages 9767-9774.
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Elisabeth A. Schmittling & J.Scott Sawyer. (1991) Selective desilylation of -butyldimethylsilyl ethers of phenols using potassium fluoride-alumina and ultrasound. Tetrahedron Letters 32:49, pages 7207-7210.
Crossref
A. B. ALLOUM & D. VILLEMIN. (2016) ChemInform Abstract: Potassium Fluoride on Alumina: An Easy Preparation of Diazocarbonyl Compounds.. ChemInform 21:16.
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