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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 24, 1994 - Issue 11
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Original Articles

Formamidine as a Versatile Protecting Group for Primary Amines: A Mild Procedure for Hydrolytic Removal

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Pages 1617-1624 | Received 04 Nov 1993, Published online: 23 Sep 2006

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Datoussaid Yazid, Ali-Dahmane Tewfik, Mehiaoui Nawel, Lamia Brahmi, Kibou Zahira, Hamacha Rachida & Choukchou-Braham Noureddine. (2022) Ecofriendly Synthesis of Formamidine Derivatives Catalyzed by Al-MCM- 41 Mesoporous Materials. Letters in Organic Chemistry 19:5, pages 347-352.
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Jiao Hu, Shengyu Li, Xiaolin Wang, Sheng-Cai Zheng & Xiaoming Zhao. (2022) Synthesis of 5-Trifluoromethyl-Substituted (Z)-N,N-Dimethyl-N′-(pyrazin-2-yl)formimidamides from 2-Aminopyrazines, LiI/Selectfluor, FSO2CF2CO2Me and DMF under Cu Catalysis. Synthesis 54:09, pages 2282-2288.
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Sherif M.H. SanadAhmed E.M. Mekky. (2021) New pyrido[3′,2′:4,5]thieno[3,2- d ]pyrimidin-4(3 H )-one hybrids linked to arene units: synthesis of potential MRSA, VRE, and COX-2 inhibitors . Canadian Journal of Chemistry 99:11, pages 900-909.
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Mohamed A. Mohamed Teleb, Ahmed E. M. Mekky & Sherif M. H. Sanad. (2021) 3‐Aminothieno [2,3‐ b ]pyridine‐2‐carboxylate: Effective precursor for microwave‐assisted three components synthesis of new pyrido[3′,2′:4,5]thieno[3,2‐ d ]pyrimidin‐4( 3 H )‐one hybrids . Journal of Heterocyclic Chemistry 58:9, pages 1825-1835.
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D. Sengupta, A. Gómez-Torres & S. Fortier. 2021. Comprehensive Coordination Chemistry III. Comprehensive Coordination Chemistry III 366 405 .
Dagmar Fischer, Niels Dusek, Konrad Hotzel & Thomas Heinze. (2020) The Role of Formamidine Groups in Dextran Based Nonviral Vectors for Gene Delivery on Their Physicochemical and Biological Characteristics. Macromolecular Bioscience 21:1.
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Florian Chotard, Rosita Lapenta, Anaëlle Bolley, Audrey Trommenschlager, Cédric Balan, Jérôme Bayardon, Raluca Malacea-Kabbara, Quentin Bonnin, Ewen Bodio, Hélène Cattey, Philippe Richard, Stefano Milione, Alfonso Grassi, Samuel Dagorne & Pierre Le Gendre. (2019) Phenoxyamidine Zn and Al Complexes: Synthesis, Characterization, and Use in the Ring-Opening Polymerization of Lactide. Organometallics 38:21, pages 4147-4157.
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Renaud Zelli, Waël Zeinyeh, Romain Haudecoeur, Julien Alliot, Benjamin Boucherle, Isabelle Callebaut & Jean-Luc Décout. (2017) A One-Pot Synthesis of Highly Functionalized Purines. Organic Letters 19:23, pages 6360-6363.
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C. Udhaya Kumar, M. Velayutham Pillai, K. Gokula Krishnan & C. Ramalingan. (2017) Synthesis, spectral and structural characterization of isobutyl 4-(2-chlorophenyl)-5-cyano-6-(((dimethylamino)methylene)amino)-2-methyl-4H-pyran-3-carboxylate. Journal of Molecular Structure 1144, pages 206-215.
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Konrad Hotzel & Thomas Heinze. (2016) Novel dextran derivatives with unconventional structure formed in an efficient one-pot reaction. Carbohydrate Research 434, pages 77-82.
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Ramu Meesala, Ahmad Saifuddin Mohamad Arshad, Mohd Nizam Mordi & Sharif Mahsufi Mansor. (2014) A facile synthesis of (carbazolyl)formamidines. Tetrahedron Letters 55:51, pages 7023-7025.
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. 2014. Greene's Protective Groups in Organic Synthesis. Greene's Protective Groups in Organic Synthesis 895 1193 .
Samad Khaksar, Akbar Heydari, Mahmood Tajbakhsh & Seyed Mohammad Vahdat. (2010) Lewis acid catalyst free synthesis of benzimidazoles and formamidines in 1,1,1,3,3,3-hexafluoro-2-propanol. Journal of Fluorine Chemistry 131:12, pages 1377-1381.
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Jerome Guillemont, Luc Geeraert, Jan Heeres & Paul J. Lewi. 2010. Analogue‐Based Drug Discovery II. Analogue‐Based Drug Discovery II 409 441 .
M.K. Rofouei, N. Sohrabi, M. Shamsipur, E. Fereyduni, S. Ayyappan & N. Sundaraganesan. (2010) X-ray crystallography characterization, vibrational spectroscopy, NMR spectra and quantum chemical DFT/HF study of N,N′-di(2-methoxyphenyl)formamidine. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 76:2, pages 182-190.
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Xia Wei, Daxin Shi, Yanqiu Fan, Ling Zhang & Jiarong Li. (2009) 2-[( E )-(Dimethylamino)methyleneamino]benzonitrile . Acta Crystallographica Section E Structure Reports Online 65:6, pages o1306-o1306.
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Andrea Porcheddu, Giampaolo Giacomelli & Ivana Piredda. (2008) Parallel Synthesis of Trisubstituted Formamidines: A Facile and Versatile Procedure. Journal of Combinatorial Chemistry 11:1, pages 126-130.
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Paul E. Zhichkin, Lisa H. Peterson, Catherine M. Beer & W. Martin Rennells. (2008) The Use of Formamidine Protection for the Derivatization of Aminobenzoic Acids. The Journal of Organic Chemistry 73:22, pages 8954-8959.
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P.J. Dunn. 2005. Comprehensive Organic Functional Group Transformations II. Comprehensive Organic Functional Group Transformations II 655 699 .
Wolfgang Dohle, Anne Staubitz & Paul Knochel. (2003) Mild Synthesis of Polyfunctional Benzimidazoles and Indoles by the Reduction of Functionalized Nitroarenes with Phenylmagnesium Chloride. Chemistry – A European Journal 9:21, pages 5323-5331.
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. (2003) An Alternative Synthesis of 5-Aminopyrazolo[4,3-d]pyrimidin-7(6H)-one. Bulletin of the Korean Chemical Society 24:9, pages 1365-1367.
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David W. Johnson. (2001) Analysis of amino acids as formamidene butyl esters by electrospray ionization tandem mass spectrometry. Rapid Communications in Mass Spectrometry 15:22, pages 2198-2205.
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Lisheng Cai, Ying Han, Sumei Ren & Liangfu Huang. (2000) Dication C(R1)–N(R2)2 Synthons and their use in the Synthesis of Formamidines, Amidines, and α-Aminonitriles. Tetrahedron 56:42, pages 8253-8262.
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Stéphane Vincent, Stéphane Mons, Luc Lebeau & Charles Mioskowski. (1997) N,N-Dibenzyl Formamidine as a New Protective Group for Primary Amines. Tetrahedron Letters 38:43, pages 7527-7530.
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Paul S. Furth, Michael S. Reitman & Alan F. Cook. (1997) Annovel formamidine linker for use in solid-phase synthesis. Tetrahedron Letters 38:31, pages 5403-5406.
Crossref
D. TOSTE, J. MCNULTY & I. W. J. STILL. (2010) ChemInform Abstract: Formamidine as a Versatile Protecting Group for Primary Amines: A Mild Prodedure for Hydrolytic Removal.. ChemInform 25:49.
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