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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 37, 2007 - Issue 2
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Original Articles

Efficient Synthesis of Phosphono‐ and Phosphinoxidomethylated N‐Heterocycles under Solvent‐Free Microwave Conditions

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Pages 317-322 | Received 30 Mar 2006, Published online: 25 Jul 2007

Keep up to date with the latest research on this topic with citation updates for this article.

Read on this site (10)

Dmitry V. Moiseev. (2023) Phospha-Mannich reactions of phosphinous acids R2P–OH and their derivatives. Phosphorus, Sulfur, and Silicon and the Related Elements 198:11, pages 867-923.
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Petra R. Varga, Alexandra Belovics, Gerhard Hägele & György Keglevich. (2022) Synthesis of novel α-hydroxyphosphonates along with α-aminophosphonates as intermediates. Phosphorus, Sulfur, and Silicon and the Related Elements 197:5-6, pages 557-560.
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Poola Sreelakshmi, Sarva Santhisudha, Gajjala Raghavendra Reddy, Yakkate Subbarao, Kotha Peddanna, Chippada Apparao & Cirandur Suresh Reddy. (2018) Nano-Cuo–Au-catalyzed solvent-free synthesis of α-aminophosphonates and evaluation of their antioxidant and α-glucosidase enzyme inhibition activities. Synthetic Communications 48:10, pages 1148-1163.
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Jafar Taran, Ali Ramazani, Hamideh Aghahosseini, Farideh Gouranlou, Roghayeh Tarasi, Mehdi Khoobi & Sang Woo Joo. (2017) One-pot three-component syntheses of α-aminophosphonates from a primary amine, quinoline-4-carbaldehyde and a phosphite in the presence of MCM-41@PEI as an efficient nanocatalyst. Phosphorus, Sulfur, and Silicon and the Related Elements 192:6, pages 776-781.
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György Keglevich, Nóra Z. Kiss, Erika Bálint, Péter Bagi, Alajos Grün, Tamara Kovács, Réka Henyecz & Péter Ábrányi-Balogh. (2016) Milestones in microwave-assisted organophosphorus chemistry. Phosphorus, Sulfur, and Silicon and the Related Elements 191:11-12, pages 1416-1420.
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Erika Bálint, Eszter Fazekas, Anna Tripolszky, Réka Kangyal, Mátyás Milen & György Keglevich. (2015) Synthesis of α-Aminophosphonate Derivatives by Microwave-Assisted Kabachnik–Fields Reaction. Phosphorus, Sulfur, and Silicon and the Related Elements 190:5-6, pages 655-659.
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György Keglevich, Anna Szekrényi, Áron Szöllősy & László Drahos. (2011) Synthesis of Bis(phosphonatomethyl)-, Bis(phosphinatomethyl)-, and Bis(phosphinoxidomethyl)amines, as Well as Related Ring Bis(phosphine) Platinum Complexes. Synthetic Communications 41:15, pages 2265-2272.
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György Keglevich, Alajos Grün, Erika Bálint, NóraZs. Kiss, Rita Kovács, IstvánG. Molnár, Zsófia Blastik, R.Viola Tóth, András Fehérvári & István Csontos. (2011) Green Chemical Tools in Organophosphorus Chemistry—Organophosphorus Tools in Green Chemistry. Phosphorus, Sulfur, and Silicon and the Related Elements 186:4, pages 613-620.
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György Keglevich, Anna Szekrényi, Rita Kovács & Alajos Grün. (2009) Microwave Irradiation as a Useful Tool in Organophosphorus Syntheses. Phosphorus, Sulfur, and Silicon and the Related Elements 184:6, pages 1648-1652.
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Nóra Zsuzsa Kiss, Krisztina Ludányi, László Drahos & György Keglevich. (2009) Novel Synthesis of Phosphinates by the Microwave-Assisted Esterification of Phosphinic Acids. Synthetic Communications 39:13, pages 2392-2404.
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Articles from other publishers (29)

Zuleyma Martínez-Campos, Mariana Elizondo-Zertuche, Emanuel Hernández-Núñez, Eugenio Hernández-Fernández, Efrén Robledo-Leal & Susana T. López-Cortina. (2023) Microwave-Assisted Synthesis of Aminophosphonic Derivatives and Their Antifungal Evaluation against Lomentospora prolificans. Molecules 28:10, pages 3995.
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Petra Regina Varga, Konstantin Karaghiosoff, Éva Viktória Sári, András Simon, László Hegedűs, László Drahos & György Keglevich. (2023) New N -acyl- as well as N -phosphonoylmethyl- and N -phosphinoylmethyl-α-amino-benzylphosphonates by acylation and a tandem Kabachnik–Fields protocol . Organic & Biomolecular Chemistry 21:8, pages 1709-1718.
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Hanmant M. Kasralikar. (2021) Nano TiO2/SiO2: An Efficient and Reusable Catalyst for the Synthesis of α-aminophosphonates. International Journal of Advanced Research in Science, Communication and Technology, pages 53-57.
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Petra R. Varga & György Keglevich. (2021) Synthesis of α-Aminophosphonates and Related Derivatives; The Last Decade of the Kabachnik–Fields Reaction. Molecules 26:9, pages 2511.
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György Keglevich. (2021) Microwaves as “Co-Catalysts” or as Substitute for Catalysts in Organophosphorus Chemistry. Molecules 26:4, pages 1196.
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György Keglevich. 2021. Green Synthetic Approaches for Biologically Relevant Heterocycles. Green Synthetic Approaches for Biologically Relevant Heterocycles 111 142 .
György Keglevich, Nóra Zsuzsa Kiss, Réka Henyecz & Zoltán Mucsi. (2019) Microwave irradiation and catalysis in organophosphorus reactions. Pure and Applied Chemistry 91:1, pages 145-157.
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György Keglevich. (2018) The Impact of Microwaves on Organophosphorus Chemistry. The Chemical Record 19:1, pages 65-76.
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Elham Ezzatzadeh. (2018) Green synthesis of α -aminophosphonates using ZnO nanoparticles as an efficient catalyst . Zeitschrift für Naturforschung B 73:3-4, pages 179-184.
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Levente G. Pap, Navamoney Arulsamy & Elliott B. Hulley. (2018) Tridentate phosphine ligands bearing aza-crown ether lariats. Polyhedron 141, pages 385-392.
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Kolio D. Troev. 2018. Reactivity of P-H Group of Phosphorus Based Compounds. Reactivity of P-H Group of Phosphorus Based Compounds 291 409 .
Kolio D. Troev. 2018. Reactivity of P-H Group of Phosphorus Based Compounds. Reactivity of P-H Group of Phosphorus Based Compounds 145 198 .
György Keglevich, Alajos Grün, Erika Bálint, Nóra Zsuzsa Kiss, Péter Bagi & László Tőke. (2016) Green chemical syntheses and applications within organophosphorus chemistry. Structural Chemistry 28:2, pages 431-443.
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Zi Long, Liucheng Mao, Meiying Liu, Qing Wan, Yiqun Wan, Xiaoyong Zhang & Yen Wei. (2017) Marrying multicomponent reactions and aggregation-induced emission (AIE): new directions for fluorescent nanoprobes. Polymer Chemistry 8:37, pages 5644-5654.
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Zi Long, Meiying Liu, Qing Wan, Liucheng Mao, Hongye Huang, Guangjian Zeng, Yiqun Wan, Fengjie Deng, Xiaoyong Zhang & Yen Wei. (2016) Ultrafast Preparation of AIE‐Active Fluorescent Organic Nanoparticles via a “One‐Pot” Microwave‐Assisted Kabachnik–Fields Reaction. Macromolecular Rapid Communications 37:21, pages 1754-1759.
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Karimulla Mulla & Jun Yong Kang. (2016) 1,3,2-Diazaphospholidine ( N -Heterocyclic Phosphine)-Mediated Carbon–Phosphorus Bond-Forming, One-Pot Tandem Reaction: A Route to α-Amino Phosphonates . The Journal of Organic Chemistry 81:11, pages 4550-4558.
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György Keglevich, Erika Bálint & Nóra Zs. Kiss. 2016. Milestones in Microwave Chemistry. Milestones in Microwave Chemistry 47 76 .
Jarosław Lewkowski, Andrzej Jóźwiak, Paweł Tokarz, Piotr M. Zagórski, Róża Hamera, Dariusz Cal, Grzegorz Satała & Andrzej J. Bojarski. (2015) Synthesis of Some Aminophosphonates Bearing N ‐(Fluorophenyl)‐piperazynyl Moiety and Their Activity toward Serotonin Receptors . Heteroatom Chemistry 26:4, pages 290-298.
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Yalei Zhao, Xiuling Chen, Tieqiao Chen, Yongbo Zhou, Shuang-Feng Yin & Li-Biao Han. (2014) Catalyst-Free and Selective C–N Bond Functionalization: Stereospecific Three-Component Coupling of Amines, Dichloromethane, and >P(O)H Species Affording α-Aminophosphorus Compounds. The Journal of Organic Chemistry 80:1, pages 62-69.
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György Keglevich. 2015. Green Synthetic Approaches for Biologically Relevant Heterocycles. Green Synthetic Approaches for Biologically Relevant Heterocycles 559 570 .
György Keglevich, Erika Bálint, Réka Kangyal, Mária Bálint & Mátyás Milen. (2014) A Critical Overview of the Kabachnik-Fields Reactions Utilizing Trialkyl Phosphites in Water as the Reaction Medium: A Study of the Benzaldehyde-Benzylamine Triethyl Phosphite/Diethyl Phosphite Models. Heteroatom Chemistry 25:4, pages 282-289.
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Chandra Sekhar Reddy Gangireddy, Radha Rani Chinthaparthi, Veeranarayana Reddy Mudumala, Madhav Mamilla & Uma Ravi Sankar Arigala. (2014) An Efficient Green Synthesis of a New Class of α‐Aminophosphonates under Microwave Irradiation Conditions in the Presence of PS/ P TSA . Heteroatom Chemistry 25:3, pages 147-156.
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Erika Bálint, Eszter Fazekas, László Drahos & György Keglevich. (2013) The Synthesis of N,N ‐Bis(dialkoxyphosphinoylmethyl)‐ and N,N ‐Bis(diphenylphosphinoylmethyl)glycine Esters by the Microwave‐Assisted Double Kabachnik–Fields Reaction . Heteroatom Chemistry 24:6, pages 510-515.
Crossref
Erika Bálint, Judit Takács, László Drahos, Amadej Juranovič, Marijan Kočevar & György Keglevich. (2013) α‐Aminophosphonates and α‐Aminophosphine Oxides by the Microwave‐Assisted Kabachnik–Fields Reactions of 3‐Amino‐6‐methyl‐2 H ‐pyran‐2‐ones . Heteroatom Chemistry 24:3, pages 221-225.
Crossref
György Keglevich & Erika Bálint. (2012) The Kabachnik–Fields Reaction: Mechanism and Synthetic Use. Molecules 17:11, pages 12821-12835.
Crossref
György Keglevich, András Fehérvári & István Csontos. (2011) A study on the Kabachnik–Fields reaction of benzaldehyde, propylamine, and diethyl phosphite by in situ Fourier transform IR spectroscopy. Heteroatom Chemistry 22:5, pages 599-604.
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Nuno R. Candeias, Luís C. Branco, Pedro M. P. Gois, Carlos A. M. Afonso & Alexandre F. Trindade. (2009) More Sustainable Approaches for the Synthesis of N-Based Heterocycles. Chemical Reviews 109:6, pages 2703-2802.
Crossref
György Keglevich, Anna Szekrényi, Melinda Sipos, Krisztina Ludányi & István Greiner. (2008) Synthesis of cyclic aminomethylphosphonates and aminomethyl‐arylphosphinic acids by an efficient microwave‐mediated phospha‐mannich approach. Heteroatom Chemistry 19:2, pages 207-210.
Crossref
Ibolya Prauda, Istvan Greiner, Krisztina Ludanyi & Gyoergy Keglevich. (2007) Efficient Synthesis of Phosphono‐ and Phosphinoxidomethylated N‐Heterocycles under Solvent‐Free Microwave Conditions.. ChemInform 38:26.
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