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Original Articles

Synthesis of Dialkyl-Hydroxymethylphosphonates in Heterogeneous Conditions

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Pages 1137-1145 | Published online: 27 Oct 2010

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Momtez Jmai, Mohamed Lotfi Efrit, Didier Dubreuil, Virginie Blot, Jacques Lebreton & Hédi M'rabet. (2021) An efficient and simple strategy toward the synthesis of highly functionalized compounds. Phosphorus, Sulfur, and Silicon and the Related Elements 196:11, pages 978-995.
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R. Mahesh, Rupali Sharma, Parteek Kour & Anil Kumar. (2019) CeCl3⋅7H2O-catalysed hydrophosphonylation of aldehydes and ketones: An expeditious route to α-hydroxyphosphonates under solvent-free conditions. Phosphorus, Sulfur, and Silicon and the Related Elements 194:12, pages 1091-1097.
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Neven A. Ganoub, Eman Sabry & Wafaa M. Abdou. (2017) Overview on the phosphonation of the C=X functional groups utilizing alkyl phosphites. Synthetic Communications 47:18, pages 1631-1660.
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Anil Kumar, Shivali Jamwal, Shahaba Khan, Nasseb Singh & Vijai K. Rai. (2017) Bi(NO3)3.5H2O catalyzed phosphonylation of aldehydes: An efficient route to α-hydroxyphosphonates. Phosphorus, Sulfur, and Silicon and the Related Elements 192:3, pages 381-385.
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RajkumarU. Pokalwar, SandipA. Sadaphal, AmolH. Kategaonkar, BapuraoB. Shingate & MurlidharS. Shingare. (2010) An efficient synthesis of α-hydroxyphosphonates and α-aminophosphonates in the presence of chlorotrimethylsilane. Green Chemistry Letters and Reviews 3:1, pages 33-38.
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Thomas Jeanmaire, Yves Hervaud, Ghislain David & Bernard Boutevin. (2008) New Phosphonated Methacrylate Monomers with C2/C3 Spacers. Phosphorus, Sulfur, and Silicon and the Related Elements 183:9, pages 2204-2213.
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HarryR. Hudson, RamonO. Yusuf & RayW. Matthews. (2008) The Preparation of Dimethyl α -Hydroxyphosphonates and the Chemical Shift Non-Equivalence of Their Diastereotopic Methyl Ester Groups. Phosphorus, Sulfur, and Silicon and the Related Elements 183:7, pages 1527-1540.
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Roman Błaszczyk & Tadeusz Gajda. (2008) Convenient Synthesis of Dialkyl 1‐Azidoalkylphosphonates using Tetramethylguanidinium Azide as Azidation Agent. Synthetic Communications 38:7, pages 1110-1119.
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Bérengère Rixens, Gilles Boutevin, Ahmed Boulahna, Yves Hervaud & Bernard Boutevin. (2004) SYNTHESIS OF NEW PHOSPHONATED MONOMERS. Phosphorus, Sulfur, and Silicon and the Related Elements 179:12, pages 2617-2626.
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Najmedin Azizi & MohammadR. Saidi. (2003) Lithium Perchlorate Diethyl Ether Solution: A Highly Efficient Media for the Abramov Reaction. Phosphorus, Sulfur, and Silicon and the Related Elements 178:6, pages 1255-1259.
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Articles from other publishers (29)

Lulu Wu, Xinxin Yuan, Guoyu Yang, Cuilian Xu, Zhenliang Pan, Lijun Shi, Caixia Wang & Liangxin Fan. (2021) An eco-friendly procedure for the synthesis of new phosphates using KF/Al2O3 under solventless conditions and their antifungal properties. Journal of Saudi Chemical Society 25:7, pages 101273.
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Agnieszka Głowińska & Andrzej W. Trochimczuk. (2020) Polymer-Supported Phosphoric, Phosphonic and Phosphinic Acids—From Synthesis to Properties and Applications in Separation Processes. Molecules 25:18, pages 4236.
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Zineb Aouf, Sara Boughaba, Salah Lakrout, Ouahiba Bechiri & Nour-Eddine Aouf. (2020) A Methodology Study of Hydrophosphonylation of Aldehydes Derivatives with H6P2W18O62•14H2O as a Catalyst. Chemistry and Chemical Technology 14:2, pages 154-160.
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Mohammad Wehbi, Ahmad Mehdi, Claire Negrell, Ghislain David, Ali Alaaeddine & Bruno Améduri. (2019) Phosphorus-Containing Fluoropolymers: State of the Art and Applications. ACS Applied Materials & Interfaces 12:1, pages 38-59.
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Feng Zhou, Tao Zhang, Bin Zou, Weizhao Hu, Bibo Wang, Jing Zhan, Chao Ma & Yuan Hu. (2020) Synthesis of a novel liquid phosphorus-containing flame retardant for flexible polyurethane foam: Combustion behaviors and thermal properties. Polymer Degradation and Stability 171, pages 109029.
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Fanny Mary, Guilhem Arrachart, Antoine Leydier & Stéphane Pellet-Rostaing. (2019) Synthesis of organophosphorus ligands with a central oxygen atom and their applications in solvent extraction. Tetrahedron 75:30, pages 3968-3976.
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Sanjib Banerjee, Mohammad Wehbi, Abdellatif Manseri, Ahmad Mehdi, Ali Alaaeddine, Ali Hachem & Bruno Ameduri. (2017) Poly(vinylidene fluoride) Containing Phosphonic Acid as Anticorrosion Coating for Steel. ACS Applied Materials & Interfaces 9:7, pages 6433-6443.
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Gustavo Padilha, Teodoro S. Kaufman & Claudio C. Silveira. (2016) Wittig–Horner mediated synthesis of 4-vinyl sulfide derivatives of pyrazoles. Tetrahedron Letters 57:30, pages 3349-3353.
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Peihua Zhao, Shengnan Liu, Kuankuan Xiong, Wentao Wang & Yaqing Liu. (2016) Highly flame retardancy of cotton fabrics with a novel phosphorus/nitrogen/silicon flame-retardant treating system. Fibers and Polymers 17:4, pages 569-575.
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Keisuke Ohto, Akihito Takedomi, Anup Basnet Chetry, Shintaro Morisada, Hidetaka Kawakita & Tatsuya Oshima. (2012) The effect of phenoxy oxygen atoms on extremely high extraction ability and less separation efficiency of trivalent rare earth elements with tetraphosphonic acid derivative of calix[4]arene. Journal of Inclusion Phenomena and Macrocyclic Chemistry 77:1-4, pages 363-373.
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Hugo Ronald Ramananarivo, Abderrahim Solhy, Jalila Sebti, Abedlatif Smahi, Mohamed Zahouily, James Clark & Said Sebti. (2013) An Eco-Friendly Paradigm for the Synthesis of α-Hydroxyphosphonates Using Sodium-Modified Fluorapatite under Solventless Conditions. ACS Sustainable Chemistry & Engineering 1:4, pages 403-409.
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Tommaso Angelini, Simona Bonollo, Daniela Lanari, Ferdinando Pizzo & Luigi Vaccaro. (2013) E-Factor minimized hydrophosphonylation of aldehydes catalyzed by polystyryl-BEMP under solvent-free conditions. Organic & Biomolecular Chemistry 11:30, pages 5042.
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M. Kumar. 2013. Chemical Shifts and Coupling Constants for Phosphorus-31. Chemical Shifts and Coupling Constants for Phosphorus-31 672 672 .
M. Kumar. 2013. Chemical Shifts and Coupling Constants for Phosphorus-31. Chemical Shifts and Coupling Constants for Phosphorus-31 301 301 .
M. Kumar. 2013. Chemical Shifts and Coupling Constants for Phosphorus-31. Chemical Shifts and Coupling Constants for Phosphorus-31 125 125 .
Thach-Mien D. Nguyen, SeChin Chang, Brian Condon, Minori Uchimiya, Elena Graves, Jade Smith, Michael Easson & Phillip Wakelyn. (2012) Synthesis and characterization of a novel phosphorus-nitrogen-containing flame retardant and its application for textile. Polymers for Advanced Technologies 23:7, pages 1036-1044.
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Fadela Iftene, Ghislain David, Bernard Boutevin, Rémi Auvergne, Ali Alaaeddine & Rachid Meghabar. (2012) Novel dialkyl vinyl ether phosphonate monomers: Their synthesis and alternated radical copolymerizations with electron‐accepting monomers. Journal of Polymer Science Part A: Polymer Chemistry 50:12, pages 2432-2443.
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Mudassir Iqbal, Richard G. Struijk, Jurriaan Huskens, Michal Sypula, Andreas Wilden, Giuseppe Modolo & Willem Verboom. (2012) Synthesis and evaluation of ligands with mixed amide and phosphonate, phosphinoxide, and phosphonothioate sites for An(iii)/Ln(iii) extraction. New Journal of Chemistry 36:10, pages 2048.
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C. Negrell-Guirao, G. David, B. Boutevin & K. Chougrani. (2011) Synthesis of novel copolymers obtained from acceptor/donor radical copolymerization of phosphonated allyl monomers and maleic anhydride. Journal of Polymer Science Part A: Polymer Chemistry 49:18, pages 3905-3910.
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Zerong Wang. 2010. Comprehensive Organic Name Reactions and Reagents. Comprehensive Organic Name Reactions and Reagents.
Punyanich Intharapat, Daniel Derouet & Charoen Nakason. (2009) Dynamically cured natural rubber/EVA blends: influence of NR‐ g ‐poly(dimethyl (methacryloyloxymethyl)phosphonate) compatibilizer . Polymers for Advanced Technologies 21:5, pages 310-321.
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. (2009) Sulphamic Acid: an Efficient Catalyst for the Synthesis of α-HydroxyPhosphonates Using Ultrasound Irradiation. Journal of the Korean Chemical Society 53:5, pages 536-541.
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Zdeněk Točík, Miloš Buděšínský, Ivan BarvíkJrJr & Ivan Rosenberg. (2009) Conformational evaluation of labeled C3′-O-P- 13 CH 2 -O-C4″ phosphonate internucleotide linkage, a phosphodiester isostere . Biopolymers 91:7, pages 514-529.
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Daniel Derouet, Punyanich Intharapat, Quang Ngoc Tran, Frédéric Gohier & Charoen Nakason. (2009) Graft copolymers of natural rubber and poly(dimethyl(acryloyloxymethyl)phosphonate) (NR-g-PDMAMP) or poly(dimethyl(methacryloyloxyethyl)phosphonate) (NR-g-PDMMEP) from photopolymerization in latex medium. European Polymer Journal 45:3, pages 820-836.
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Zhor El Asri, Kamel Chougrani, Claire Negrell‐Guirao, Ghislain David, Bernard Boutevin & Cédric Loubat. (2008) An efficient process for synthesizing and hydrolyzing a phosphonated methacrylate: Investigation of the adhesive and anticorrosive properties. Journal of Polymer Science Part A: Polymer Chemistry 46:14, pages 4794-4803.
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Brett D. Schwartz, Craig M. Williams, Ernst Anders & Paul V. Bernhardt. (2008) Exploiting the Anders–Gaßner variant on the Wittig reaction: new methodology for the synthesis of 3,3-dimethylacroyl enol esters. Tetrahedron 64:27, pages 6482-6487.
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P. Conti, A. Pinto, L. Tamborini, V. Rizzo & C. De Micheli. (2007) A regioselective route to 5-substituted pyrazole- and pyrazoline-3-phosphonic acids and esters. Tetrahedron 63:25, pages 5554-5560.
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Lise Delain-Bioton, Didier Villemin & Paul-Alain Jaffrès. (2007) ω-Alkyne-Mono- and Diphosphonates – Synthesis and Sonogashira Cross-Coupling Reaction with Aryl Halides. European Journal of Organic Chemistry 2007:8, pages 1274-1286.
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M.J. Tsafack & J. Levalois-Grützmacher. (2006) Plasma-induced graft-polymerization of flame retardant monomers onto PAN fabrics. Surface and Coatings Technology 200:11, pages 3503-3510.
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