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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 26, 1996 - Issue 14
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Original Articles

Alkylation of Tetrazoles Using Mitsunobu Conditions

Claude F. Purchase II Department of Medicinal Chemistry, Parke-Davis Pharmaceutical Research, Division of Warner-Lambert Company, Ann Arbor, Michigan, 48105
&
Andrew D. White Department of Medicinal Chemistry, Parke-Davis Pharmaceutical Research, Division of Warner-Lambert Company, Ann Arbor, Michigan, 48105
Pages 2687-2694 | Received 02 Feb 1996, Published online: 21 Aug 2006

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AlanR. Katritzky, DanielaC. Oniciu & Ion Ghiviriga. (1997) The Mitsunobu Reaction: An Alternative Synthesis of 1-(Primary Alkyl)benzotriazoles. Synthetic Communications 27:9, pages 1613-1621.
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Articles from other publishers (18)

Hiroki Yoneyama, Mano Adachi, Aoshi Morita, Maki Nakagawa, Miho Baba, Kanako Yamawaki, Noboru Hayama, Shinya Harusawa & Yoshihide Usami. (2022) Synthesis of 5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazoles and Homologs from 5-Substituted 2-(Alkynyl)tetrazoles via Microwave-Induced Intramolecular Nitrile-Imine–Alkyne 1,3-Dipolar Cycloaddition. Synthesis 55:06, pages 945-958.
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Yen Jea Lee, Soyeon Park, Yujeong Kim, Sun Hee Kim & Jiwon Seo. (2022) Facile synthetic method for peptoids bearing multiple azoles on side chains. Peptide Science 115:1.
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Guillaume Reynard, Julien Moisan-Labelle, Étienne Parent & Hélène Lebel. (2022) Understanding the regioselectivity of 5-substituted 1 H -tetrazoles alkylation . New Journal of Chemistry 46:44, pages 21085-21091.
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Kenzo Yahata, Yuki Kaneko & Shuji Akai. (2020) Cobalt-Catalyzed Hydroamination of Alkenes with 5-Substituted Tetrazoles: Facile Access to 2,5-Disubstituted Tetrazoles and Asymmetric Intermolecular Hydroaminations. Chemical and Pharmaceutical Bulletin 68:4, pages 332-335.
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Danilo Del Prete, Diego Caprioglio, Giovanni Appendino, Alberto Minassi, Aniello Schiano-Moriello, Vincenzo Di Marzo & Luciano De Petrocellis. (2015) Discovery of non-electrophilic capsaicinoid-type TRPA1 ligands. Bioorganic & Medicinal Chemistry Letters 25:5, pages 1009-1011.
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Daniel Pla, Derek S. Tan & David Y. Gin. (2014) 5-(Methylthio)tetrazoles as versatile synthons in the stereoselective synthesis of polycyclic pyrazolines via photoinduced intramolecular nitrile imine–alkene 1,3-dipolar cycloaddition. Chem. Sci. 5:6, pages 2407-2415.
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Hitesh K. Agarwal, Craig A. McElroy, Elena Sjuvarsson, Staffan Eriksson, Michael V. Darby & Werner Tjarks. (2013) Synthesis of N3-substituted carboranyl thymidine bioconjugates and their evaluation as substrates of recombinant human thymidine kinase 1. European Journal of Medicinal Chemistry 60, pages 456-468.
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Jaroslav Roh, Kateřina Vávrová & Alexandr Hrabálek. (2012) Synthesis and Functionalization of 5-Substituted Tetrazoles. European Journal of Organic Chemistry 2012:31, pages 6101-6118.
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Yangen Huang, Roger W. Read & Xiaobei Wang. (2010) Efficient Alkylation Methods for the Synthesis of Hybrid Fluorocarbon - Hydrocarbon Tetrazoles as Potential Fluorinated Surfactants. Australian Journal of Chemistry 63:5, pages 802.
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. 2010. Handbook of Heterocyclic Chemistry. Handbook of Heterocyclic Chemistry 917 970 .
K. C. Kumara Swamy, N. N. Bhuvan Kumar, E. Balaraman & K. V. P. Pavan Kumar. (2009) Mitsunobu and Related Reactions: Advances and Applications. Chemical Reviews 109:6, pages 2551-2651.
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V.A. Ostrovskii, G.I. Koldobskii & R.E. Trifonov. 2008. Comprehensive Heterocyclic Chemistry III. Comprehensive Heterocyclic Chemistry III 257 423 .
Ian T. Huscroft, Emma J. Carlson, Gary G. Chicchi, Marc M. Kurtz, Clare London, Piotr Raubo, Alan Wheeldon & Janusz J. Kulagowski. (2006) 1-Phenyl-8-azabicyclo[3.2.1]octane ethers: A novel series of neurokinin (NK1) antagonists. Bioorganic & Medicinal Chemistry Letters 16:7, pages 2008-2012.
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José Luis García Ruano, Cristina Fajardo & M. Rosario Martín. (2005) Synthesis of alkyl 4-(diethoxymethyl)-3-pyridin-3-ylisoxazole-5-carboxylates: useful scaffold for highly functionalised 3-(pyridin-3-yl)isoxazoles. Tetrahedron 61:18, pages 4363-4371.
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Gary A. Sulikowski & Michelle M. Sulikowski. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis.
Michael A. Walters & J. Ramón Vargas. 1997. 148 169 .
C. F. II PURCHASE & A. D. WHITE. (2010) ChemInform Abstract: Alkylation of Tetrazoles Using Mitsunobu Conditions.. ChemInform 27:42.
Crossref
Claude F PurchaseIIII, Andrew D White, Maureen K Anderson, Thomas M.A Bocan, Richard F Bousley, Katherine L Hamelehle, Reynold Homan, Brian R Krause, Peter Lee, Sandra Bak Mueller, Cecilia Speyer, Richard L Stanfield & James F Reindel. (1996) Tetrazole-substituted ureas as inhibitors of acyl-CoA:cholesterol O-acyltransferase (ACAT). A novel preparation of ureas from weakly nucleophilic amines. Bioorganic & Medicinal Chemistry Letters 6:15, pages 1753-1758.
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