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Organic Preparations and Procedures International
The New Journal for Organic Synthesis
Volume 25, 1993 - Issue 5
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Original Articles

THE LATERAL METALATION OF ISOXAZOLES. A REVIEW

Nicholas R. Natale Department of Chemistry, University of Idaho, 301 Renfrew Hall, Moscow, ID, 83844-2343
&
Yousef R. Mirzaei Department of Chemistry, University of Idaho, 301 Renfrew Hall, Moscow, ID, 83844-2343
Pages 515-556 | Received 19 Jun 1992, Published online: 18 Feb 2009

Citations (19)

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Read on this site (2)

Nicholas R Natale & Scott A Steiger. (2014) 4-Isoxazolyl-1,4-Dihydropyridines: A Tale of Two Scaffolds. Future Medicinal Chemistry 6:8, pages 923-943.
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Chizhong Xia, Hongxing Wang, Bingjun Zhao, Jianxin Chen, Congmin Kang, Yanping Ni & Peiwen Zhou. (2002) A CONVENIENT SYNTHESIS OF IMIDAZOLIUM SALTS AND TRISUBSTITUTED ETHYLENEDIAMINE DERIVATIVES. Synthetic Communications 32:9, pages 1447-1455.
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Articles from other publishers (17)

Christina A. Gates, Donald S. Backos, Philip Reigan & Nicholas R. Natale. (2023) The Lateral Metalation of Isoxazolo[3,4-d]pyridazinones towards Hit-to-Lead Development of Selective Positive Modulators of Metabotropic Glutamate Receptors. Molecules 28:19, pages 6800.
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Ramakrishna Saini, Nagaraju Dharavath & Srinivas Reddy Malladi. (2022) Design, synthesis, and antimicrobial activity of novel Isoxazolyl Imidazo[2,1‐ b ]Thiazole libraries . Journal of Heterocyclic Chemistry 59:11, pages 1888-1906.
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Ramakrishna Saini & Nagaraju Dharawath. (2018) Friedlander synthesis of highly functionalized isoxazolyl quinoline libraries via addition of C(sp3)–H bond to aldehydes. Journal of the Iranian Chemical Society 15:10, pages 2183-2192.
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Christina Gates, Donald S. Backos, Philip Reigan, Hye Jin Kang, Chris Koerner, Joseph Mirzaei & N.R. Natale. (2018) Isoxazolo[3,4-d]pyridazinones positively modulate the metabotropic glutamate subtypes 2 and 4. Bioorganic & Medicinal Chemistry 26:17, pages 4797-4803.
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Victoria Hulubei, Scott B. Meikrantz, David A. Quincy, Tina Houle, John I. McKenna, Mark E. Rogers, Scott Steiger & N.R. Natale. (2012) 4-Isoxazolyl-1,4-dihydropyridines exhibit binding at the multidrug-resistance transporter. Bioorganic & Medicinal Chemistry 20:22, pages 6613-6620.
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Steven W. McDaniel, Charles M. Keyari, Kevin C. Rider, Nicholas R. Natale & Philippe Diaz. (2011) Suzuki–Miyaura cross-coupling of benzylic bromides under microwave conditions. Tetrahedron Letters 52:43, pages 5656-5658.
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Jared K. Nelson, Brendan Twamley, Trinidad J. Villalobos & Nicholas R. Natale. (2008) The catalytic asymmetric addition of alkyl- and aryl-zinc reagents to an isoxazole aldehyde. Tetrahedron Letters 49:41, pages 5957-5960.
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Jared K. Nelson, Christopher T. Burns, Miles P. Smith, Brendan Twamley & N.R. Natale. (2008) Synthetic utility of epoxides for chiral functionalization of isoxazoles. Tetrahedron Letters 49:19, pages 3078-3082.
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Xiaochun Han, Chun Li, Kevin C Rider, Alex Blumenfeld, Brendan Twamley & N.R Natale. (2002) The isoxazole as a linchpin for molecules that target folded DNA conformations: selective lateral lithiation and palladation. Tetrahedron Letters 43:43, pages 7673-7677.
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David J Burkhart, Peiwen Zhou, Alex Blumenfeld, Brendan Twamley & Nicholas R Natale. (2001) An improved procedure for the lateral lithiation of ethyl 4-acetyl-5-methyl-3-isoxazolyl carboxylate. Tetrahedron 57:38, pages 8039-8046.
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Nicholas R. Natale, Mark E. Rogers, Richard Staples, David J. Triggle & Aleta Rutledge. (1999) Lipophilic 4-Isoxazolyl-1,4-dihydropyridines:  Synthesis and Structure−Activity Relationships. Journal of Medicinal Chemistry 42:16, pages 3087-3093.
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L.I. Belen'Kii, N.D. Kruchkovskaya & V.N. Gramenitskaya. 1999. Advances in Heterocyclic Chemistry Volume 73. Advances in Heterocyclic Chemistry Volume 73 295 395 .
Peiwen Zhou, Jason E. Blubaum, Christopher T. Burns & Nicholas R. Natale. (1997) The direct synthesis of 2-Oxazolines from carboxylic esters using lanthanide chloride as catalyst. Tetrahedron Letters 38:40, pages 7019-7020.
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Silvia Bradamante & Giorgio A. Pagani. 1997. 189 263 .
Michael D. Mosher & Nicholas R. Natale. (2009) Nucleophilic aromatic substitution with the anion of 3,5‐disubstituted isoxazole‐4‐carboxylic acids. Journal of Heterocyclic Chemistry 32:4, pages 1385-1387.
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N. R. NATALE & Y. R. MIRZAEI. (2010) ChemInform Abstract: The Lateral Metalation of Isoxazoles. A Review.. ChemInform 26:2.
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G.V. Boyd. 1995. 179 194 .

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