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Original Articles

THE SYNTHESIS OF FLUORINATED HETEROAROMATIC COMPOUNDS. PART 1. FIVE-MEMBERED RINGS WITH MORE THAN TWO HETEROATOMS. A REVIEW

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Pages 447-506 | Published online: 06 Feb 2009

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Maaroof Zarei & Fatemeh Rasooli. (2017) Convenient Vilsmeier Reagent Mediated One-Pot Synthesis of Symmetrical and Asymmetrical 1,3,4-Oxadiazoles. Organic Preparations and Procedures International 49:4, pages 355-362.
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Andrea Pace, Silvestre Buscemi & Nicolò Vivona. (2007) THE SYNTHESIS OF FLUORINATED HETEROAROMATIC COMPOUNDS. PART 2. FIVE-MEMBERED RINGS WITH TWO HETEROATOMS. A REVIEW. Organic Preparations and Procedures International 39:1, pages 1-70.
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Articles from other publishers (34)

Marcin Luczynski & Agnieszka Kudelko. (2022) Synthesis and Biological Activity of 1,3,4-Oxadiazoles Used in Medicine and Agriculture. Applied Sciences 12:8, pages 3756.
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Chan Jiang, Mingfang Li, Leitao Xu, Yangjie Yi, Jiao Ye & Aixi Hu. (2021) Electrochemical synthesis of 1,2,4-oxadiazoles from amidoximes through dehydrogenative cyclization. Organic & Biomolecular Chemistry 19:48, pages 10611-10616.
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Dong Zou, Lishe Gan, Fan Yang, Huan Wang, Youge Pu, Jie Li & Patrick J. Walsh. (2021) SET activation of nitroarenes by 2-azaallyl anions as a straightforward access to 2,5-dihydro-1,2,4-oxadiazoles. Nature Communications 12:1.
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Alessio Riccobono, Giuseppe Lazzara, Sarah E. Rogers, Ivana Pibiri, Andrea Pace, John M. Slattery & Duncan W. Bruce. (2021) Synthesis and mesomorphism of related series of triphilic ionic liquid crystals based on 1,2,4-triazolium cations. Journal of Molecular Liquids 321, pages 114758.
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Chiradeep Panja, Jayashankara Vaderapura Puttaramu, Thirumurugan Kothandarama Chandran, Roshan Y. Nimje, Hemantha Kumar, Anuradha Gupta, Pirama Nayagam Arunachalam, James R. Corte & Arvind Mathur. (2020) Methyl-2,2-difluoro-2-(fluorosulfonyl) acetate (MDFA)/copper (I) iodide mediated and tetrabutylammonium iodide promoted trifluoromethylation of 1-aryl-4-iodo-1,2,3-triazoles. Journal of Fluorine Chemistry 236, pages 109516.
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T. Yakantham, R. Sreenivasulu & R. R. Raju. (2019) Design, Synthesis, and Anticancer Evaluation of 2-{3-{4-[(5-Aryl-1,2,4-oxadiazol-3-yl)methoxy]phenyl}isoxazol-5-yl}-N-(3,4,5-trimethylphenyl)thiazol-4-amine Derivatives. Russian Journal of General Chemistry 89:7, pages 1485-1490.
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Bao-Gui Cai, Ze-Le Chen, Guo-Yong Xu, Jun Xuan & Wen-Jing Xiao. (2019) [3 + 2]-Cycloaddition of 2 H -Azirines with Nitrosoarenes: Visible-Light-Promoted Synthesis of 2,5-Dihydro-1,2,4-oxadiazoles . Organic Letters 21:11, pages 4234-4238.
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Antonio Palumbo Piccionello, Ivana Pibiri, Silvestre Buscemi & Andrea Pace. 2019. Fluorine in Life Sciences: Pharmaceuticals, Medicinal Diagnostics, and Agrochemicals. Fluorine in Life Sciences: Pharmaceuticals, Medicinal Diagnostics, and Agrochemicals 213 239 .
Alessio Riccobono, Rachel R. Parker, Adrian C. Whitwood, John M. Slattery, Duncan W. Bruce, Ivana Pibiri & Andrea Pace. (2018) 1,2,4-Triazolium ions as flexible scaffolds for the construction of polyphilic ionic liquid crystals. Chemical Communications 54:71, pages 9965-9968.
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Jatin J. Lade, Bhausaheb N. Patil, Kamlesh S. Vadagaonkar & Atul C. Chaskar. (2017) Oxidative cyclization of amidoximes and thiohydroximic acids: A facile and efficient strategy for accessing 3,5-disubstituted 1,2,4-oxadiazoles and 1,4,2-oxathiazoles. Tetrahedron Letters 58:22, pages 2103-2108.
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Kirill I. Kulish, Alexander S. Novikov, Peter M. Tolstoy, Dmitrii S. Bolotin, Nadezhda A. Bokach, Andrey A. Zolotarev & Vadim Yu. Kukushkin. (2016) Solid state and dynamic solution structures of O-carbamidine amidoximes gives further insight into the mechanism of zinc(II)-mediated generation of 1,2,4-oxadiazoles. Journal of Molecular Structure 1111, pages 142-150.
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Dmitrii S. Bolotin, Nadezhda A. Bokach & Vadim Yu. Kukushkin. (2016) Coordination chemistry and metal-involving reactions of amidoximes: Relevance to the chemistry of oximes and oxime ligands. Coordination Chemistry Reviews 313, pages 62-93.
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Malleswara Rao Kuram, Woo Gyum Kim, Kyungjae Myung & Sung You Hong. (2015) Copper‐Catalyzed Direct Synthesis of 1,2,4‐Oxadiazoles from Amides and Organic Nitriles by Oxidative N–O Bond Formation. European Journal of Organic Chemistry 2016:3, pages 438-442.
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Ivana Pibiri, Laura Lentini, Raffaella Melfi, Giulia Gallucci, Andrea Pace, Angelo Spinello, Giampaolo Barone & Aldo Di Leonardo. (2015) Enhancement of premature stop codon readthrough in the CFTR gene by Ataluren (PTC124) derivatives. European Journal of Medicinal Chemistry 101, pages 236-244.
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Dmitrii S. Bolotin, Kirill I. Kulish, Nadezhda A. Bokach, Galina L. Starova, Vladislav V. Gurzhiy & Vadim Yu. Kukushkin. (2014) Zinc(II)-Mediated Nitrile–Amidoxime Coupling Gives New Insights into H + -Assisted Generation of 1,2,4-Oxadiazoles . Inorganic Chemistry 53:19, pages 10312-10324.
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Laura Lentini, Raffaella Melfi, Aldo Di Leonardo, Angelo Spinello, Giampaolo Barone, Andrea Pace, Antonio Palumbo Piccionello & Ivana Pibiri. (2014) Toward a Rationale for the PTC124 (Ataluren) Promoted Readthrough of Premature Stop Codons: A Computational Approach and GFP-Reporter Cell-Based Assay. Molecular Pharmaceutics 11:3, pages 653-664.
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Andrea Pace, Antonio Palumbo Piccionello, Ivana Pibiri, Silvestre Buscemi & Nicolò Vivona. 2014. Fluorine in Heterocyclic Chemistry Volume 1. Fluorine in Heterocyclic Chemistry Volume 1 369 417 .
Vladimir A. Ostrovskii & Rostislav E. Trifonov. 2014. Fluorine in Heterocyclic Chemistry Volume 1. Fluorine in Heterocyclic Chemistry Volume 1 459 513 .
Mieczysław Mąkosza & Krzysztof Wojciechowski. 2014. Metal Free C-H Functionalization of Aromatics. Metal Free C-H Functionalization of Aromatics 51 105 .
Yuhki Ohtsuka, Daisuke Uraguchi, Kyoko Yamamoto, Kenji Tokuhisa & Tetsu Yamakawa. (2012) Syntheses of 2-(trifluoromethyl)-1,3-dicarbonyl compounds through direct trifluoromethylation with CF3I and their application to fluorinated pyrazoles syntheses. Tetrahedron 68:12, pages 2636-2649.
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I. Pibiri, A. Pace, S. Buscemi, V. Causin, F. Rastrelli & G. Saielli. (2012) Oxadiazolyl-pyridines and perfluoroalkyl-carboxylic acids as building blocks for protic ionic liquids: crossing the thin line between ionic and hydrogen bonded materials. Physical Chemistry Chemical Physics 14:41, pages 14306.
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Dmitrii S. Bolotin, Nadezhda A. Bokach, Matti Haukka & Vadim Yu. Kukushkin. (2012) Platinum(IV)‐Mediated Nitrile–Amidoxime Coupling Reactions: Insights into the Mechanism for the Generation of 1,2,4‐Oxadiazoles. ChemPlusChem 77:1, pages 31-40.
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Giovanni Romeo & Ugo Chiacchio. 2011. Modern Heterocyclic Chemistry. Modern Heterocyclic Chemistry 1047 1252 .
Francesca D'Anna, Gianfranco Fontana, Vincenzo Frenna, Gabriella Macaluso, Salvatore Marullo & Domenico Spinelli. (2011) A deep insight into the mechanism of the acid‐catalyzed rearrangement of the Z ‐phenylhydrazone of 5‐amino‐3‐benzoyl‐1,2,4‐oxadiazole in a non‐polar solvent . Journal of Physical Organic Chemistry 24:3, pages 185-192.
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Shigeyuki Yamada, Andrei Gavryushin & Paul Knochel. (2010) Convenient Electrophilic Fluorination of Functionalized Aryl and Heteroaryl Magnesium Reagents. Angewandte Chemie International Edition 49:12, pages 2215-2218.
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Shigeyuki Yamada, Andrei Gavryushin & Paul Knochel. (2010) Convenient Electrophilic Fluorination of Functionalized Aryl and Heteroaryl Magnesium Reagents. Angewandte Chemie 122:12, pages 2261-2264.
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Andrea Pace & Paola Pierro. (2009) The new era of 1,2,4-oxadiazoles. Organic & Biomolecular Chemistry 7:21, pages 4337.
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A. A. Layeva, E. V. Nosova, G. N. Lipunova & V. N. Charushin. (2009) Fluoroarenes in the synthesis of benzoannulated nitrogen-containing heterocycles. Russian Chemical Bulletin 57:5, pages 947-984.
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Masahiko Takahashi, Kazuhiko Akiyama, Takumi Suzuki & Hiroshi Inoue. (2009) Synthesis of trifluoromethyl‐1,2,4‐triazine‐ and trifluoromethylpyrimidine‐fused uracils. Journal of Heterocyclic Chemistry 45:2, pages 601-605.
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Gianluca Giorgi, Antonio Palumbo Piccionello, Andrea Pace & Silvestre Buscemi. (2007) Hydration/elimination reactions of trapped protonated fluoroalkyl triazines. Journal of Mass Spectrometry 43:2, pages 265-268.
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Antonio Palumbo Piccionello, Andrea Pace, Ivana Pibiri, Silvestre Buscemi & Nicol? Vivona. (2006) Synthesis of fluorinated indazoles through ANRORC-like rearrangement of 1,2,4-oxadiazoles with hydrazine. Tetrahedron 62:37, pages 8792-8797.
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Andrea Pace, Silvestre Buscemi & Nicolo Vivona. (2005) The Synthesis of Fluorinated Heteroaromatic Compounds. Part 1. Five‐Membered Rings with More than Two Heteroatoms. ChemInform 37:3.
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Andrea Pace, Ivana Pibiri, Antonio Palumbo Piccionello, Paola Pierro & Silvestre Buscemi. (2006) Synthesis and Characterization of a Series of Alkyloxadiazolylpyridinium Salts as Perspective Ionic Liquids. HETEROCYCLES 68:12, pages 2653.
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Nicolò Vivona, Ivana Pibiri, Andrea Pace, Silvestre Buscemi, Nicol� Vivona & Luciana Malpezzi. (2006) Designing Fluorous Domains. Synthesis of a Series of Pyridinium Salts Bearing a Perfluoroalkylated Azole Moiety. HETEROCYCLES 68:2, pages 307.
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