Abstract:
4,6-Dinitrobenzo[c]isoxazole (4,6-dinitroanthranil) acts as a dienophile and heterodiene in [4+2]-cycloaddition reactions, and its behaviour in σH-complex formation reactions has been examined.
Document Type:
Article
Language: English
Citation:
A. M. Starosotnikov, M. A. Leontieva, M. A. Bastrakov, A. V. Puchnin, V. V. Kachala, S. A. Shevelev, “Superelectrophilic nature of 4,6-dinitrobenzo[c]isoxazole (4,6-dinitroanthranil) in [4+2]-cycloaddition reactions and σH-complex formation”, Mendeleev Commun., 20:3 (2010), 165–166
Linking options:
https://www.mathnet.ru/eng/mendc3025
https://www.mathnet.ru/eng/mendc/v20/i3/p165
This publication is cited in the following 15 articles:
Alexey M. Starosotnikov, Maxim A. Bastrakov, Heterocycles, 2022, 27
Max M. Majireck, John M. Bennett, Comprehensive Heterocyclic Chemistry IV, 2022, 283
N. N. Makhova, L. I. Belen'kii, G. A. Gazieva, I. L. Dalinger, L. S. Konstantinova, V. V. Kuznetsov, A. N. Kravchenko, M. M. Krayushkin, O. A. Rakitin, A. M. Starosotnikov, L. L. Fershtat, S. A. Shevelev, V. Z. Shirinian, V. N. Yarovenko, “Progress in the chemistry of nitrogen-, oxygen- and sulfur-containing heterocyclic systems”, Russian Chem. Reviews, 89:1 (2020), 55–124
S. G. Zlotin, I. L. Dalinger, N. N. Makhova, V. A. Tartakovsky, “Nitro compounds as the core structures of promising energetic materials and versatile reagents for organic synthesis”, Russian Chem. Reviews, 89:1 (2020), 1–54
Alexey M. Starosotnikov, Maxim A. Bastrakov, Vadim V. Kachala, Ivan V. Fedyanin, Svyatoslav A. Shevelev, Igor L. Dalinger, “Unusual Pericyclic Reactivity of 4‐Nitrobenzofuroxans in 1,3‐Dipolar Cycloaddition with N‐Benzyl Azomethine Ylide – A New Example of Multiple C–C‐Bond Forming Transformations.”, ChemistrySelect, 3:34 (2018), 9773
M. A. Bastrakov, A. M. Starosotnikov, I. V. Fedyanin, V. V. Kachala, S. A. Shevelev, “5-Nitro-7,8-furoxanoquinoline: a new type of fused nitroarenes possessing Diels–Alder reactivity”, Mendeleev Commun., 24:4 (2014), 203–205
Modern Nucleophilic Aromatic Substitution, 2013, 163
Svyatoslav Shevelev, Alexey Starosotnikov, Topics in Heterocyclic Chemistry, 37, Metal Free C-H Functionalization of Aromatics, 2013, 107
S. A. Shevelev, A. M. Starosotnikov, “Pericyclic [4+2] and [3+2] Cycloaddition Reactions of Nitroarenes in Heterocyclic Synthesis”, Chem Heterocycl Comp, 49:1 (2013), 92
E. Leyva, S. Leyva, R. M. González-Balderas, D. de Loera, R. Jiménez-Cataño, “Fast preparation of benzofuroxans by microwave- assisted pyrolysis of o-nitrophenyl azides”, Mendeleev Commun., 23:4 (2013), 217–218
François Terrier, Julian M. Dust, Erwin Buncel, “Dual super-electrophilic and Diels–Alder reactivity of neutral 10π heteroaromatic substrates”, Tetrahedron, 68:7 (2012), 1829
Sergey Kurbatov, Sami Lakhdar, Regis Goumont, François Terrier, “Super-electrophilic 10π Heteroaromatics. New Mechanistic and Synthetic Applications”, Organic Preparations and Procedures International, 44:4 (2012), 289
M. R. Crampton, Organic Reaction Mechanisms Series, Organic Reaction Mechanisms · 2010, 2012, 175
Aleksei M. Starosotnikov, Margarita A. Leontieva, Maxim A. Bastrakov, Andrei V. Puchnin, Vadim V. Kachala, Svyatoslav A. Shevelev, “ChemInform Abstract: Superelectrophilic Nature of 4,6‐Dinitrobenzo[c]isoxazole (4,6‐Dinitroanthranil) in [4 + 2]‐Cycloaddition Reactions and σH‐Complex Formation.”, ChemInform, 41:45 (2010)
L. S. Konstantinova, M. A. Bastrakov, A. M. Starosotnikov, I. V. Glukhov, K. A. Lysov, O. A. Rakitin, S. A. Shevelev, “4,6-Dinitrobenzo[c]isothiazole: synthesis and 1,3-dipolar cycloaddition to azomethine ylide”, Mendeleev Commun., 20:6 (2010), 353–354
Contact us: