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Original Articles

RECENT PROGRESS IN THE SYNTHESIS AND REACTIVITY OF NITROKETONES. A REVIEW

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Pages 707-746 | Received 02 Mar 1990, Published online: 18 Feb 2009

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Shatrughan P. Shahi & Vashwant D. Vankar. (1999) Nef Reaction of Benzylic and Secondary Nitro Compounds Using Bis(Trimethylsilyl)Peroxide1. Synthetic Communications 29:24, pages 4321-4325.
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Articles from other publishers (54)

Roberto Ballini & Alessandro Palmieri. (2019) Formation of Carbon‐Carbon Double Bonds: Recent Developments via Nitrous Acid Elimination (NAE) from Aliphatic Nitro Compounds . Advanced Synthesis & Catalysis 361:22, pages 5070-5097.
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Mahmoud, Martins, Silva & Pombeiro. (2019) Hydrosoluble Complexes Bearing Tris(pyrazolyl)methane Sulfonate Ligand: Synthesis, Characterization and Catalytic Activity for Henry Reaction. Catalysts 9:7, pages 611.
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Abdallah G. Mahmoud, M. Fátima C. Guedes da Silva, Ewelina I. Śliwa, Piotr Smoleński, Maxim L. Kuznetsov & Armando J. L. Pombeiro. (2018) Copper(II) and Sodium(I) Complexes based on 3,7-Diacetyl-1,3,7-triaza-5-phosphabicyclo[3.3.1]nonane-5-oxide: Synthesis, Characterization, and Catalytic Activity. Chemistry - An Asian Journal 13:19, pages 2868-2880.
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Maozhong Miao, Yi Luo, Huaping Xu, Mengchao Jin, Zhengkai Chen, Jianfeng Xu & Hongjun Ren. (2017) Strain-Promoted Nitration of 3-Cyclopropylideneprop-2-en-1-ones and the Application for the Synthesis of Pyrroles. The Journal of Organic Chemistry 82:23, pages 12224-12237.
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Ravi Tomar, Nidhi Singh, Garima Rathee, Neeraj Kumar, Vartika Tomar & Ramesh Chandra. (2017) Synthesis and Characterization of Hybrid Mg(OH) 2 and CeCO 3 OH Composite with Improved Activity Towards Henry Reaction . Asian Journal of Organic Chemistry 6:12, pages 1728-1732.
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Wei Zhang, Yanjing Wang, Cuibing Bai, Jialong Wen & Naixing Wang. (2015) One‐Pot Synthesis of Aliphatic Nitro Compounds by Michael/retro‐Claisen Fragmentation Domino Reaction. Chinese Journal of Chemistry 33:4, pages 401-404.
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Maximilian N. Kopylovich, Kamran T. Mahmudov, Matti Haukka & Armando J. L. Pombeiro. (2014) Metal-free regioselective C–C bond cleavage in 1,3,5-triazine derivatives of β-diketones. New J. Chem. 38:2, pages 495-498.
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Guido Angelini, Cecilia Coletti, Paolo De Maria, Roberto Ballini, Carla Gasbarri, Antonella Fontana, Marco Pierini & Gabriella Siani. (2012) Effect of Ring Size on the Tautomerization and Ionization Reaction of Cyclic 2-Nitroalkanones: An Experimental and Theoretical Study. The Journal of Organic Chemistry 77:2, pages 899-907.
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Ankita Rai, Atul K. Singh, Pankaj Singh & Lal Dhar S. Yadav. (2011) Stereoselective cascade reactions for construction of polyfunctionalised octahydroquinolines via [2C+2C+1C,1N] cyclisation. Tetrahedron Letters 52:12, pages 1354-1358.
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Layla Mhamdi, Hafedh Bohli, Younes Moussaoui & Ridha ben Salem. (2011) Phase Transfer Catalysis of Henry and Darzens Reactions. International Journal of Organic Chemistry 01:03, pages 119-124.
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Serena Gabrielli, Alessandro Palmieri, Alvise Perosa, Maurizio Selva & Roberto Ballini. (2011) Eco-friendly synthesis of β-nitro ketones from conjugated enones: an important improvement of the Miyakoshi procedure. Green Chemistry 13:8, pages 2026.
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Alessandro Palmieri, Serena Gabrielli & Roberto Ballini. (2010) Michael Reaction of Nitroalkanes with β‐Nitroacrylates under a Solid Promoter: Advanced Regio‐ and Diastereoselective Synthesis of Nitro‐Functionalized α,β‐Unsaturated Esters and 1,3‐Butadiene‐2‐carboxylates. Advanced Synthesis & Catalysis 352:9, pages 1485-1492.
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Lal Dhar S. Yadav, Garima & Ritu Kapoor. (2009) The first diastereoselective nitroaziridination of N-tosylaldimines with 1-bromonitroalkanes. Tetrahedron Letters 50:38, pages 5420-5423.
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Lal Dhar S. Yadav & Ankita Rai. (2009) The first ionic liquid-promoted three-component coupling strategy for an expeditious synthesis of β-nitrocarbonitriles/thiocyanates. Tetrahedron Letters 50:6, pages 640-643.
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Roberto Ballini, Luciano Barboni, Francesco Fringuelli, Alessandro Palmieri, Ferdinando Pizzo & Luigi Vaccaro. (2007) Recent developments on the chemistry of aliphatic nitro compounds under aqueous medium. Green Chemistry 9:8, pages 823.
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Henriette M. Hansen, Deborah A. Longbottom & Steven V. Ley. (2006) A new asymmetric organocatalytic nitrocyclopropanation reaction. Chemical Communications:46, pages 4838.
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Roberto Ballini, Giovanna Bosica, Dennis Fiorini & Alessandro Palmieri. (2005) Acyclic α-nitro ketones: a versatile class of α-functionalized ketones in organic synthesis. Tetrahedron 61:38, pages 8971-8993.
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Roberto Ballini, Giovanna Bosica, Dennis Fiorini, Alessandro Palmieri & Marino Petrini. (2005) Conjugate Additions of Nitroalkanes to Electron-Poor Alkenes:  Recent Results. Chemical Reviews 105:3, pages 933-972.
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Roberto Ballini, Luciano Barboni, Dennis Fiorini, Guido Giarlo & Alessandro Palmieri. (2005) One-pot synthesis of 3-alkyl-2,4-dinitrocyclohexanols, under solventless conditions using basic alumina. Green Chemistry 7:12, pages 828.
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Roberto Ballini, Luciano Barboni & Guido Giarlo. (2004) The First Conversion of Primary Alkyl Halides to Nitroalkanes under Aqueous Medium. The Journal of Organic Chemistry 69:20, pages 6907-6908.
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Roberto Ballini, Luciano Barboni, Giovanna Bosica, Dennis Fiorini, Emanuela Mignini & Alessandro Palmieri. (2004) Fast diastereoselective Baylis?Hillman reaction by nitroalkenes: synthesis of di- and triene derivatives. Tetrahedron 60:23, pages 4995-4999.
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Roberto Ballini, Dennis Fiorini, Maria Victoria Gil & Alessandro Palmieri. (2004) Cetyltrimethylammonium hydroxide (CTAOH) as a general, ecofriendly catalyst for the formation of carbon–carbon bond through nitroalkanes. Tetrahedron 60:12, pages 2799-2804.
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Roberto Ballini & Marino Petrini. (2004) Recent synthetic developments in the nitro to carbonyl conversion (Nef reaction). Tetrahedron 60:5, pages 1017-1047.
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Roberto Ballini, Giovanna Bosica, Damiana Livi, Alessandro Palmieri, Raimondo Maggi & Giovanni Sartori. (2003) Use of heterogeneous catalyst KG-60-NEt2 in Michael and Henry reactions involving nitroalkanes. Tetrahedron Letters 44:11, pages 2271-2273.
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Roberto Ballini, Giovanna Bosica & Dennis Fiorini. (2003) Uncatalyzed conversion of linear α-nitro ketones into amides by reaction with primary amines under solventless conditions. Tetrahedron 59:8, pages 1143-1145.
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Roberto Ballini, Dennis Fiorini, Maria Victoria Gil & Alessandro Palmieri. (2003) Michael addition of α-nitro ketones to conjugated enones under solventless conditions using silica. Green Chem. 5:4, pages 475-476.
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Roger E. Marti & Dieter Seebach. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis.
Roberto Ballini, Giovanna Bosica, Enrico Marcantoni, Patrizia Vita & Giuseppe Bartoli. (2000) First TiCl 4 -Mediated Diastereoselective Reduction of α-Nitro Ketones to A nti -β-Nitro Alcohols by BH 3 ·SMe 2 . The Journal of Organic Chemistry 65:18, pages 5854-5857.
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Antonella Fontana, Paolo De Maria, Gabriella Siani, Marco Pierini, Simona Cerritelli & Roberto Ballini. (2000) Equilibrium Constants for Ionisation and Enolisation of 3-Nitrobutan-2-one. European Journal of Organic Chemistry 2000:8, pages 1641-1646.
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Shatrughan P. Shahi, Anuradha Gupta, Sangeeta V. Pitre, M. Venkat Ram Reddy, R. Kumareswaran & Yashwant D. Vankar. (1999) Trimethylsilylnitrate−Chromium Trioxide and Trimethylsilylnitrate−DMSO:  Novel Reagent Systems for One Step Conversion of Olefins into α-Nitro Ketones and Cyclic Ethers into Lactones 1 . The Journal of Organic Chemistry 64:12, pages 4509-4511.
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Roberto Ballini, Enrico Marcantoni & Silvia Perella. (1999) A Two Steps Synthesis of γ-Substituted and γ,γ-Disubstituted α-(Alkylmethylene)-γ-butyrolactones. The Journal of Organic Chemistry 64:8, pages 2954-2957.
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Roberto Ballini, Fabrizio Papa & Corrado Abate. (1999) Synthesis of ω-Nitro Acids and ω-Amino Acids by Ring Cleavage of α-Nitrocycloalkanones. European Journal of Organic Chemistry 1999:1, pages 87-90.
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H. M. Sampath Kumar, B. V Subba Reddy & J. S. Yadav. (1998) SiO 2 Catalyzed Henry Reaction: Microwave Assisted Preparation of 2-Nitroalkanols in Dry Media . Chemistry Letters 27:7, pages 637-638.
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Roberto Ballini & Giovanna Bosica. (1997) Nitroaldol Reaction in Aqueous Media:  An Important Improvement of the Henry Reaction. The Journal of Organic Chemistry 62:2, pages 425-427.
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Roberto Ballini & Giovanna Bosica. (1996) Nitroalkanes as Alkyl Anion Synthons — A New Approach to the Synthesis of 2-SubstitutedN-Ethyl Succinimides and 2-Substituted Succinate Diesters via Nitroalkanes. Liebigs Annalen 1996:12, pages 2087-2089.
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Roberto Ballini & Paola Astolfi. (1996) A Convenient Synthesis of (E)-Non-3-ene-2,5-dione, an Important Component Isolated from the Fire BeeTrigona tataira. Liebigs Annalen 1996:11, pages 1879-1880.
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Roberto Ballini, Marino Petrini & Olga Polimanti. (1996) Oxidative Ring Cleavage of 2-Nitrocycloalkanones:  Synthesis and Radical-Induced Transformations of Methyl ω,ω-Dihalo-ω-nitroalkanoates. The Journal of Organic Chemistry 61:16, pages 5652-5655.
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Roberto Ballini. 1996. Structure and Chemistry (Part E). Structure and Chemistry (Part E) 117 184 .
Roberto Ballini, Enrico Marcantoni & Marino Petrini. (2006) A new synthesis of (±)‐phoracantholide, (±)‐dihydrorecifeiolide, and (±)‐muscone via α‐nitro ketones. Liebigs Annalen 1995:7, pages 1381-1383.
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Roberto Ballini, Giovanna Bosica & Gianni Rafaiani. (2004) Functionalized Nitroalkanes in Organic Synthesis. The first concise preparation of 4‐hydroxyheptadecan‐7‐one and 14‐hydroxyoctadecan‐8‐one, two new hydroxy ketones isolated from Chiococca alba . Helvetica Chimica Acta 78:4, pages 879-882.
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. 1995. Comprehensive Organic Functional Group Transformations. Comprehensive Organic Functional Group Transformations 727 856 .
. 1995. Comprehensive Organic Functional Group Transformations. Comprehensive Organic Functional Group Transformations 1103 1295 .
Patrick R. Huddleston & Ian G.C. Coutts. 1995. Comprehensive Organic Functional Group Transformations. Comprehensive Organic Functional Group Transformations 371 423 .
Kevin E.B. Parkes & Stewart K. Richardson. 1995. Comprehensive Organic Functional Group Transformations. Comprehensive Organic Functional Group Transformations 111 204 .
Kevin E.B. Parkes & Stewart K. Richardson. 1995. Comprehensive Organic Functional Group Transformations. Comprehensive Organic Functional Group Transformations 1 52 .
. 1995. Compendium of Organic Synthetic Methods. Compendium of Organic Synthetic Methods 276 559 .
Roberto Ballini, Giovanna Bosica & Robert Schaafstra. (2006) Nitro Ketones in Organic Synthesis: A New, Short Synthesis of Racemic trans ‐2‐methyl‐1,7‐dioxaspiro[5.5]undecane, trans, trans‐ and trans , cis ‐2,8‐dimethyl‐1,7‐dioxaspiro[5.5]undecane by Henry reaction . Liebigs Annalen der Chemie 1994:12, pages 1235-1237.
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Roberto Ballini & Corrado Palestini. (1994) A new, highly efficient synthesis of conjugated nitrocycloalkenes. Tetrahedron Letters 35:31, pages 5731-5734.
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Manobjyoti Bordoloi, Girlsh M. Singhal, Nalin B. Das & Ram P. Sharma. (1994) Stannous lodide?HCI in Tetrahydrofuran: A New System for the Reduction of various Nitro Compounds. Mild Conversion of 6-Nitro-?5-Steroids to 6-Keto-steroids. Mendeleev Communications 4:2, pages 62-64.
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Orazio A. Attanasi, Roberto Ballini, Zhiyuan Liao, Stefania Santeusanio & Franco Serra-Zanetti. (1993) Conjugated azoalkenes. Part XVI. Reaction of some conjugated azoalkenes with β-nitrocarbonyl derivatives.. Tetrahedron 49:32, pages 7027-7036.
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Roberto Ballini, Giuseppe Bartoli, Riccardo Giovannini, Enrico Marcantoni & Marino Petrini. (1993) Retro Claisen cleavage of ?-nitrocycloalkanones using trimethylsilylmethylmagnesium chloride (Peterson reagent): Synthesis of functionalized ?-keto-trimethylsilanes.. Tetrahedron Letters 34:20, pages 3301-3304.
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Manobjyoti Bordoloi. (1993) Cadmium chloride–magnesium–water: a new system for regioselective transformation of conjugated nitroalkenes to ketocompounds; conversion of 6-nitro-Δ 5 -steroids to 6-ketosteroids . J. Chem. Soc., Chem. Commun.:11, pages 922-923.
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Roberto Ballini, Roberto Castagnani & Enrico Marcantoni. (1992) A novel, chemoselective, ?one-pot? procedure for the simultaneous denitration?deoxygenation of 2-nitroketones by TsNHNH 2 ?NaBH 4 . J. Chem. Soc., Perkin Trans. 1:23, pages 3161-3162.
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G. ROSINI, R. BALLINI, M. PETRINI, E. MAROTTA & P. RIGHI. (2010) ChemInform Abstract: Recent Progress in the Synthesis and Reactivity of Nitro Ketones. ChemInform 22:37.
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