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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 34, 2004 - Issue 23
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Original Articles

Gallium Triiodide Catalyzed Organic Reaction: A Convenient Synthesis of α‐Amino Phosphonates

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Pages 4293-4299 | Received 11 Jun 2004, Published online: 10 Jan 2011

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

Read on this site (9)

Mohan Gundluru, Santhisudha Sarva, Sumithra Poreddy, Poojitha B, Ashwini John, Selvarajan Ethiraj & Suresh Reddy Cirandur. (2023) Design, synthesis, antibacterial evaluation, and molecular docking studies of diethyl((substituted phenyl)((4-(N-(5-methyl-4,5-dihydroisoxazol-3-yl)sulfamoyl)phenyl) amino)methyl)phosphonates. Synthetic Communications 53:24, pages 2117-2133.
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Mahammad Sadik Shaik, Maheshwara Reddy Nadiveedhi, Mohan Gundluru, Sreelakshmi Poola, Rajasekhar Allagadda, Appa Rao Chippada & Suresh Reddy Cirandur. (2020) Green synthesis of diethyl((2-iodo-4-(trifluoromethyl)phenyl)amino)(aryl)methyl)phosphonates as potent α-glucosidase inhibitors. Synthetic Communications 50:4, pages 587-601.
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G. Sravya, Zyryanov Grigory V.A. Balakrishna, K. Madhu Kumar Reddy, C. Suresh Reddy, G. Mallikarjuna Reddy, A. Camilo$suffix/text()$suffix/text(), J. R. Garcia & N. Bakthavatchala Reddy. (2018) Nano-TiO2/SiO2 catalyzed synthesis, theoretical calculations and bioactivity studies of new α-aminophosphonates. Phosphorus, Sulfur, and Silicon and the Related Elements 193:9, pages 562-567.
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B. Sujatha, S. Mohan, Ch. Subramanyam & K. Prasada Rao. (2017) Microwave-assisted synthesis and anti-inflammatory activity evaluation of some novel α-aminophosphonates. Phosphorus, Sulfur, and Silicon and the Related Elements 192:10, pages 1110-1113.
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S. Santhi Sudha, Ch. Syama Sundar, N. Bakthavatchala Reddy, K. Uma Maheswara Rao, S.H. Jaya Prakash & C. Suresh Reddy. (2013) Synthesis and Bioassay of Ethyl-2- (2-((Diethoxyphosphoryl) (Aryl) Methylamino)Thiazol-4-Yl)-2-(Methoxyimino)Acetates. Phosphorus, Sulfur, and Silicon and the Related Elements 188:10, pages 1402-1411.
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Zhiyu Ju, Ruyi Zou, Yong Ye & Yufen Zhao. (2010) A Facile and Clean Procedure for Preparation of α-Aminophosphonates via a Rotary Evaporator Equipped with Circulating Water Vacuum Pumps. Phosphorus, Sulfur, and Silicon and the Related Elements 185:4, pages 898-902.
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SwapnilS. Sonar, SandipA. Sadaphal, VilasB. Labade, BapuraoB. Shingate & MurlidharS. Shingare. (2009) An Efficient Synthesis and Antibacterial Screening of Novel Oxazepine α-Aminophosphonates by Ultrasound Approach. Phosphorus, Sulfur, and Silicon and the Related Elements 185:1, pages 65-73.
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M. Syamala. (2009) Recent Progress in Three-Component Reactions. An Update. Organic Preparations and Procedures International 41:1, pages 1-68.
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Peipei Sun & Zhixin Hu. (2005) Gallium Triiodide–Catalyzed Organic Reaction: A Convenient Procedure for the Synthesis of Coumarins. Synthetic Communications 35:14, pages 1875-1880.
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Articles from other publishers (35)

Susmita Mandal, Rajrani Narvariya, Shiva Lall Sunar, Ishita Paul, Archana Jain & Tarun K. Panda. (2023) Synthesis of α-aminophosphorous derivatives using a deep eutectic solvent (DES) in a dual role. Green Chemistry.
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Vipin K. Pandey, Chandra Shekhar Tiwari & Arnab Rit. (2022) Silver‐Catalyzed One‐Pot Three‐Component Synthesis of α‐Aminonitriles and Biologically Relevant α‐Amino‐phosphonates. Chemistry – An Asian Journal 17:20.
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Sarfaraz Shaikh, Ishita Yellapurkar & M. M. V. Ramana. (2021) Ultrasound assisted one-pot synthesis of novel antipyrine based α-aminophosphonates using TiO2/carbon nanotubes nanocomposite as a heterogeneous catalyst. Reaction Kinetics, Mechanisms and Catalysis 134:2, pages 917-936.
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Suman Das, Parveen Rawal, Jayeeta Bhattacharjee, Ajitrao Devadkar, Kuntal Pal, Puneet Gupta & Tarun K. Panda. (2021) Indium promoted C(sp 3 )–P bond formation by the Domino A 3 -coupling method – a combined experimental and computational study . Inorganic Chemistry Frontiers 8:5, pages 1142-1153.
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. (2019) K2CO3/Al2O3: An Efficient and Recyclable Catalyst for One-Pot, Three Components Synthesis of α-Aminophosphonates and Bioactivity Evaluation. Asian Journal of Chemistry 31:10, pages 2383-2388.
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Moaz M. Abdou & Rasha A. El-Saeed. (2019) Potential chemical transformation of phosphinic acid derivatives and their applications in the synthesis of drugs. Bioorganic Chemistry 90, pages 103039.
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Ashruba B. Danne, Satish V. Akolkar, Tejshri R. Deshmukh, Madiha M. Siddiqui & Bapurao B. Shingate. (2018) One-pot facile synthesis of novel 1,2,3-triazole-appended α-aminophosphonates. Journal of the Iranian Chemical Society 16:5, pages 953-961.
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B. Sujatha & P. Kamala. (2019) Microwave-Assisted Synthesis and Anti-inflammatory Activity Evaluation of α-Aminophosphonates. Asian Journal of Organic & Medicinal Chemistry 4:1, pages 14-19.
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Shaik Mahammad Sadik, Sarva Santhisudha, Gundluru Mohan, Nadiveedhi Maheshwara Reddy, Poola Sree Lakshmi, Allagadda Rajasekhar, Chippada Appa Rao & Cirandur Suresh Reddy. (2018) Palladium acetate-catalysed one-pot green synthesis of bis α-aminophosphonates. Research on Chemical Intermediates 45:3, pages 1401-1420.
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Gurpreet Kaur, Shivani Thakur, Priyanka Kaundal, Kusum Chandel & Bubun Banerjee. (2018) p ‐Dodecylbenzenesulfonic Acid: An Efficient Brønsted Acid‐Surfactant‐Combined Catalyst to Carry out Diverse Organic Transformations in Aqueous Medium . ChemistrySelect 3:45, pages 12918-12936.
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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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Daniel J. Eyckens & Luke C. Henderson. (2017) Synthesis of α-aminophosphonates using solvate ionic liquids. RSC Advances 7:45, pages 27900-27904.
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Erika Bálint, Regina Eszter Tóth & György Keglevich. (2016) Synthesis of alkyl α-aminomethyl-phenylphosphinates and N,N -bis(alkoxyphenylphosphinylmethyl)amines by the microwave-assisted Kabachnik-Fields reaction . Heteroatom Chemistry 27:5, pages 323-335.
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Mubarak H. Shaikh, Dnyaneshwar D. Subhedar, Firoz A. Kalam Khan, Jaiprakash N. Sangshetti & Bapurao B. Shingate. (2015) [Et3NH][HSO4]-catalyzed one-pot, solvent-free synthesis and biological evaluation of α-amino phosphonates. Research on Chemical Intermediates 42:5, pages 5115-5131.
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Erika Bálint, Anna Tripolszky, Erzsébet Jablonkai, Konstantin Karaghiosoff, Mátyás Czugler, Zoltán Mucsi, László Kollár, Péter Pongrácz & György Keglevich. (2016) Synthesis and use of α-aminophosphine oxides and N,N-bis(phosphinoylmethyl)amines – A study on the related ring platinum complexes. Journal of Organometallic Chemistry 801, pages 111-121.
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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.
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Abbas Ali Jafari, Sakineh Amini & Fatemeh Tamaddon. (2013) TfOH/C-catalyzed one-pot three-component synthesis of α-amino phosphonates under solvent-free conditions. Journal of the Iranian Chemical Society 10:4, pages 677-684.
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Barahman Movassagh & Saba Alapour. (2013) P ‐Dodecylbenzenesulfonic Acid: A Highly Efficient Catalyst for One‐Pot Synthesis of α‐Aminophosphonates in Aqueous Media . Heteroatom Chemistry 24:3, pages 174-178.
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György Keglevich & Erika Bálint. (2012) The Kabachnik–Fields Reaction: Mechanism and Synthetic Use. Molecules 17:11, pages 12821-12835.
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Nóra Zsuzsa Kiss, Anna Kaszás, László Drahos, Zoltán Mucsi & György Keglevich. (2012) A neighbouring group effect leading to enhanced nucleophilic substitution of amines at the hindered α-carbon atom of an α-hydroxyphosphonate. Tetrahedron Letters 53:2, pages 207-209.
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Mudumala Veeranarayana Reddy, Someshwar D. Dindulkar & Yeon Tae Jeong. (2011) BF3·SiO2-catalyzed one-pot synthesis of α-aminophosphonates in ionic liquid and neat conditions. Tetrahedron Letters 52:37, pages 4764-4767.
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Mona Hosseini-Sarvari. (2010) An Efficient and Eco-Friendly Nanocrystalline Zinc Oxide Catalyst for One-Pot, Three Component Synthesis of New Ferrocenyl Aminophosphonic Esters Under Solvent-Free Condition. Catalysis Letters 141:2, pages 347-355.
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Song Bai, Baoan Song, Pinaki S. Bhadury, Song Yang, Deyu Hu & Wei Xue. (2011) [BMIM]Cl Catalyzed One‐Pot Synthesis of α ‐Aminophosphonate Derivatives Containing a 4‐Phenoxyquinazoline Moiety under Microwave Irradiation . Chinese Journal of Chemistry 29:1, pages 109-117.
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Kirti S. Niralwad, Bapurao B. Shingate & Murlidhar S. Shingare. (2010) Solvent-free sonochemical preparation of α-aminophosphonates catalyzed by 1-hexanesulphonic acid sodium salt. Ultrasonics Sonochemistry 17:5, pages 760-763.
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Swapnil S. Sonar, Kiran F. Shelke, Gopal K. Kakade, Bapurao B. Shingate & Murlidhar S. Shingare. (2009) Alum: An efficient catalyst for one-pot synthesis of α-aminophosphonates. Chinese Chemical Letters 20:9, pages 1042-1046.
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. (2009) Alum Catalyzed Convenient Synthesis of Quino[2,3-b][1,5 benzoxazepine α-Aminophosphonate Derivatives. Bulletin of the Korean Chemical Society 30:8, pages 1711-1714.
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. (2009) 1-Benzyl-3-Methyl Imidazolium Hydrogen Sulphate [bnmim][HSO 4 ] Promoted Synthesis of α-Aminophosphonates . Bulletin of the Korean Chemical Society 30:5, pages 1054-1056.
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Mona Hosseini-Sarvari. (2008) TiO2 as a new and reusable catalyst for one-pot three-component syntheses of α-aminophosphonates in solvent-free conditions. Tetrahedron 64:23, pages 5459-5466.
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Min Xia & Yue-dong Lu. (2007) Ultrasound-assisted one-pot approach to α-amino phosphonates under solvent-free and catalyst-free conditions. Ultrasonics Sonochemistry 14:2, pages 235-240.
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Zhi-Hao Huang, Jian-Ping Zou & Wen-Qing Jiang. (2006) Gallium(III) triiodide catalyzed conjugate addition of indoles with α,β-unsaturated ketones. Tetrahedron Letters 47:45, pages 7965-7968.
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Jie Wu, Wei Sun, Wei-Zi Wang & Hong-Guang Xia. (2006) A Highly Efficient Catalyst FeCl3 in the Synthesis ofα-Amino Phosphonates via Three-component Reactions. Chinese Journal of Chemistry 24:8, pages 1054-1057.
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Jie Wu, Wei Sun, Xiaoyu Sun & Hong-Guang Xia. (2006) Expeditious approach to α-amino phosphonates via three-component solvent-free reactions catalyzed by NBS or CBr4. Green Chemistry 8:4, pages 365.
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Jie Wu, Wei Sun, Hong-Guang Xia & Xiaoyu Sun. (2006) A facile and highly efficient route to α-amino phosphonates via three-component reactions catalyzed by Mg(ClO 4 ) 2 or molecular iodine . Org. Biomol. Chem. 4:9, pages 1663-1666.
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Peipei Sun & Zhixin Hu. (2019) A simple and efficient method for the synthesis of gem-diacetates from aldehydes and ketones catalysed by gallium triiodide. Journal of Chemical Research 2005:10, pages 659-660.
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Peipei Sun, Zhixin Hu & Zhihao Huang. (2005) Gallium Triiodide Catalyzed Organic Reaction: A Convenient Synthesis of α‐Amino Phosphonates.. ChemInform 36:18.
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