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Original Articles

The Reaction of (N-Isocyanimino)triphenylphosphorane with Anthranilic Acid Derivatives: One-Pot Synthesis of 2-Substituted 1,3,4-Oxadiazoles via Intramolecular Aza-Wittig Reaction

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Pages 2344-2350 | Received 04 Jun 2008, Accepted 10 Sep 2008, Published online: 04 Sep 2009

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

Read on this site (26)

Kaouther Ben Hamouda, Dorra Kanzari-Mnallah, Ridha Ben Ali, Rim Bechaieb, Mohamed Lotfi Efrit, Michèle Véronique El May & Azaiez Ben Akacha. (2022) Iminophosphoranes: Synthesis, evolution of synthesis by 31P-NMR, DFT calculations and antioxidant activity. Phosphorus, Sulfur, and Silicon and the Related Elements 197:12, pages 1238-1247.
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Tarik E. Ali, Magdy A. Ibrahim & Somaya M. El-Edfawy. (2017) Synthesis and cytotoxicity evaluation of some novel chromone annulated phosphorus heterocycles. Phosphorus, Sulfur, and Silicon and the Related Elements 192:7, pages 819-826.
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Mehdi Bahrami, Ali Ramazani, Younes Hanifehpour, Nadia Fattahi, Saeid Taghavi Fardood, Pegah Azimzadeh Asiabi & Sang Woo Joo. (2016) In situ generated stabilized phosphorus ylides mediated a mild and efficient method for the preparation of some new sterically congested electron-poor N-vinylated heterocycles. Phosphorus, Sulfur, and Silicon and the Related Elements 191:10, pages 1368-1374.
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Ali Ramazani, Yavar Ahmadi, Nadia Fattahi, Hamideh Ahankar, Mousa Pakzad, Hamideh Aghahosseini, Aram Rezaei, Saeid Taghavi Fardood & Sang Woo Joo. (2016) Synthesis of 1,3,4-oxadiazoles from the reaction of N-isocyaniminotriphenylphosphorane (NICITPP) with cyclohexanone, a primary amine and an aromatic carboxylic acid via intramolecular aza-Wittig reaction of in situ generated iminophosphoranes. Phosphorus, Sulfur, and Silicon and the Related Elements 191:7, pages 1057-1062.
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Azizeh Ahmadi, Azra Bagherzadeh, Ali Ramazani, Yavar Ahmadi, Sang Woo Joo & Hamideh Ahankar. (2016) The reaction of N-isocyaniminotriphenylphosphorane (NICITPP) with some of cyclic ketones and a primary amine in the presence of 3-phenyl-2-propynoic acid. Phosphorus, Sulfur, and Silicon and the Related Elements 191:6, pages 871-875.
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Ali Jafari, Ali Ramazani, Hamideh Ahankar, Pegah Azimzadeh Asiabi, Fariba Sadri & Sang Woo Joo. (2016) Three-component reaction of N-isocyaniminotriphenylphosphorane (Ph3PNNC), biacetyl, and a carboxylic acid in water. Phosphorus, Sulfur, and Silicon and the Related Elements 191:3, pages 373-380.
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Ali Ramazani, Yavar Ahmadi, Hamideh Aghahosseini & Sang Woo Joo. (2016) “β-Cyclodextrin nano-reactor”-catalyzed synthesis of 2H-chromene-2,3-dicarboxylates from in-situ-generated stabilized phosphorus ylides via intramolecular Wittig reaction in water. Phosphorus, Sulfur, and Silicon and the Related Elements 191:3, pages 354-358.
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Ali Ramazani, Fatemeh Zeinali Nasrabadi, Hamideh Ahankar, Pegah Azimzadeh Asiabi, Fariba Sadri & Sang Woo Joo. (2016) The reaction of N-isocyaniminotriphenylphosphorane (NICITPP) with 2-oxopropyl-1-benzenecarbothioate and a primary amine in the presence of benzoic acid derivatives. Phosphorus, Sulfur, and Silicon and the Related Elements 191:2, pages 230-234.
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Feng Qu, Ping He, Ruo-Fei Hu, Xiao-Hong Cheng, Song Wang & Jing Wu. (2015) Efficient Synthesis of Quinolines via a Knoevenagel/Staudinger/aza-Wittig Sequence. Synthetic Communications 45:24, pages 2802-2809.
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Ali Ramazani, Morteza Rouhani, Fatemeh Zeinali Nasrabadi & Farideh Gouranlou. (2015) Ultrasound-Promoted Three-Component Reaction of N-isocyaniminotriphenyl-phosphorane, (E)-cinnamic Acids, and Biacetyl. Phosphorus, Sulfur, and Silicon and the Related Elements 190:1, pages 20-28.
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Hamideh Ahankar, Ali Ramazani & Yavar Ahmadi. (2014) The Reaction of N-Isocyaniminotriphenylphosphorane with Cyclopentanone and A Primary Amine in the Presence of An E-Cinnamic Acid Derivative. Phosphorus, Sulfur, and Silicon and the Related Elements 189:7-8, pages 914-923.
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Ali Ramazani & Fatemeh Zeinali Nasrabadi. (2013) The Reaction of Thioacids with α-Haloketones in Water: an Environmentally Green Synthesis of Thioester Derivatives. Phosphorus, Sulfur, and Silicon and the Related Elements 188:9, pages 1214-1219.
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Ali Ramazani, Fatemeh Zeinali Nasrabadi, Zahra Karimi & Morteza Rouhani. (2013) Four-Component Synthesis of Disubstituted 1,3,4-Oxadiazoles from N-Isocyaniminotriphenylphosphorane, Phenylacetylenecarboxylic Acid, Chloroacetone Derivatives, and Primary Amines. Synthetic Communications 43:13, pages 1818-1830.
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Hamideh Ahankar, Ali Ramazani, Yavar Ahmadi & Issa Amini. (2013) N-Isocyaniminotriphenylphosphorane (Ph3PNNC) as an Efficient Reagent for the Synthesis of Fully Substituted 1,3,4-Oxadiazoles from 3-Phenyl-2-Propynoic Acid, Secondary Amines and Aromatic Bis-Aldehydes. Phosphorus, Sulfur, and Silicon and the Related Elements 188:7, pages 886-894.
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Ghasem Marandi, Niloufar Akbarzadeh Torbati, Reza Heydari, Nourallah Hazeri, Sayyed Mostafa Habibi-Khorassani, Malek Taher Maghsoodlou, Belghais Adrom, BrianW. Skelton & Mohamed Makha. (2012) Solvent-Free Conditions as an Eco-Friendly Strategy for Synthesis of Organophosphorus Compounds. Phosphorus, Sulfur, and Silicon and the Related Elements 187:12, pages 1450-1461.
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Xiaochun Hu, Zhouxing Zhao & Zheng Li. (2012) Triphenylphosphine-Mediated Eco-Friendly Synthesis of (Z)-Diisopropyl-2-(Cyano(Aryl)Methylene)Hydrazine-1,1-Dicarboxylates Using Potassium Hexacyanoferrate(II) as a Cyanide Source. Phosphorus, Sulfur, and Silicon and the Related Elements 187:8, pages 1003-1008.
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Javad Safaei-Ghomi, Fariba Salimi, Ali Ramazani, Fatemeh Zeinali Nasrabadi & Yavar Ahmadi. (2012) The reaction of carbon disulfide with bromoacetophenone in the presence of primary amines: synthesis of 3-alkyl-4-phenyl-1,3-thiazole-2(3H)-thione derivatives. Journal of Sulfur Chemistry 33:1, pages 87-92.
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Javad Azizian, Akram Sadat Delbari, Khadijeh Yadollahzadeh & Hasan Tahermansouri. (2012) One-Pot Stereoselective Synthesis of Dialkyl Phosphorylsuccinates from Phthalhydrazide, Activated Acetylenes, and Trialkyl(Aryl) Phosphites. Phosphorus, Sulfur, and Silicon and the Related Elements 187:1, pages 71-78.
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Ali Ramazani, Aram Rezaei, Amir Mahyari, Morteza Rouhani, Mehdi Khoobi, Elham Yaaghubi, Hana Shabrendi, Esmail Vessally, Vahid Azizkhani, Issa Amini, Hamed Lashgari, Ghafar Noohi, Zahra Shaghaghi & Fariba Sadri. (2011) Silica Gel Promotes Cascade Synthesis of 2-(Heteroaryl)acetamide Derivatives from Isocyanides, Dialkylamines, and Heteroarylcarbaldehydes. Synthetic Communications 41:10, pages 1444-1454.
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Ali Ramazani, Nahid Shajari, Amir Tofangchi Mahyari, Mehdi Khoobi, Yavar Ahmadi & Ali Souldozi. (2010) (N-Isocyanimino)triphenylphosphorane-Mediated, One-Pot, Efficient Synthesis of Sterically Congested 1,1,1-Trifluoro-2-(5-aryl-1,3,4-oxadiazol-2-yl)-2-propanol Derivatives via Intramolecular Aza-Wittig Reaction. Phosphorus, Sulfur, and Silicon and the Related Elements 185:12, pages 2496-2502.
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Azam Farshadi, Ali Ramazani, Amir Tofangchi Mahyari, Mehdi Khoobi, Yavar Ahmadi & Fatemeh Zeinali Nasrabadi. (2010) Triphenylphosphine-Catalyzed Preparation of Sterically Congested, Electron-Poor N-Vinylimidazole Derivatives from Acetylenic Esters and Imidazole-Containing NH-Acids. Phosphorus, Sulfur, and Silicon and the Related Elements 185:12, pages 2489-2495.
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Nahid Shajari & Ali Ramazani. (2010) Synthesis of Heterocyclic Pentavalent Phosphorus Compounds from Phosphite Derivatives and Indane-1,2,3-Trione. Phosphorus, Sulfur, and Silicon and the Related Elements 185:9, pages 1850-1857.
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