Аннотация:
Unexpected reduction of the nitro group to the amino one during aza-Diels–Alder reaction between (3-nitrophenyl)-1,2,4-triazines and 1-morpholinocyclopentene (neat, 200°C, argon) occurred to furnish 4-(3-aminophenyl)-6,7-dihydro-5H-cyclopenta[c]pyridines.
Образец цитирования:
D. S. Kopchuk, A. F. Khasanov, I. S. Kovalev, G. V. Zyryanov, V. L. Rusinov, O. N. Chupakhin, “Unexpected reduction of the nitro group in (3-nitrophenyl)-1,2,4-triazines during their aza-Diels–Alder reaction with 1-morpholinocyclopentene”, Mendeleev Commun., 23:4 (2013), 209–211
Образцы ссылок на эту страницу:
https://www.mathnet.ru/rus/mendc2664
https://www.mathnet.ru/rus/mendc/v23/i4/p209
Эта публикация цитируется в следующих 22 статьяx:
M. I. Valieva, A. Rammohan, E. S. Starnovskaya, E. A. Kudryashova, A. P. Krinochkin, D. S. Kopchuk, G. V. Zyryanov, O. N. Chupakhin, “Reactions of 5-(1,2-Dicarbadodecaboran-1-yl)-3-(2-pyridyl)-1,2,4-triazines with Dienophiles”, Russ J Gen Chem, 93:3 (2023), 500
A. P. Krinochkin, A. Rammohan, D. S. Kopchuk, I. L. Nikonov, E. S. Starnovskaya, E. R. Sharafieva, I. S. Kovalev, G. V. Zyryanov, O. N. Chupakhin, “TRANSFORMATIONS OF 5-HYDRAZINYL-1,2,4-TRIAZINES IN THE REACTION WITH 2,5-NORBORNADIENE”, Doklady Rossijskoj akademii nauk. Himiâ, nauki o materialah., 508:1 (2023), 50
M. I Valieva, A. Rammohan, E. S Starnovskaya, E. A Kudryashova, A. P Krinochkin, D. S Kopchuk, G. V Zyryanov, O. N Chupakhin, “Reactions of 5-(1,2-dicarbadodecaboran-1-yl)-3-(2-pyridyl)1,2,4-triazines with dienophiles”, Žurnal obŝej himii, 93:3 (2023), 379
A. P. Krinochkin, A. Rammohan, D. S. Kopchuk, I. L. Nikonov, E. S. Starnovskaya, E. R. Sharafieva, I. S. Kovalev, G. V. Zyryanov, O. N. Chupakhin, “Transformations of 5-Hydrazinyl-1,2,4-triazines in Reaction with 2,5-Norbornadiene”, Dokl Chem, 508:1 (2023), 23
D. S. Kopchuk, P. A. Slepukhin, O. S. Taniya, A. P. Krinochkin, G. V. Zyryanov, O. N. Chupakhin, “Platinum(II) Acetylacetonate Complex Based on 5-(3-Aminophenyl)-2-(2-thienyl)pyridine: Synthesis, Crystal Structure, and Photophysical Properties”, Russ J Coord Chem, 48:7 (2022), 430
A. P. Krinochkin, M. R. Guda, A. Rammohan, D. S. Kopchuk, I. L. Nikonov, E. D. Ladin, S. Santra, I. N. Egorov, G. V. Zyryanov, O. N. Chupakhin, “Synthesis of 2-amino-3,6-di(het)arylpyridines from 5-cyano-3,6-di(het)aryl-1,2,4-triazines and arylhydrazines via the
SipsoN/aza-Diels–Alder reaction sequence”, Mendeleev Commun., 32:6 (2022), 726–728
Alexey P. Krinochkin, Dmitry S. Kopchuk, Maria I. Savchuk, Yaroslav K. Shtaitz, Ekaterina S. Starnovskaya, Eugeny B. Gorbunov, Svetlana S. Rybakova, Ekaterina A. Kudryashova, Grigory V. Zyryanov, Oleg N. Chupakhin, MODERN SYNTHETIC METHODOLOGIES FOR CREATING DRUGS AND FUNCTIONAL MATERIALS (MOSM2020): PROCEEDINGS OF THE IV INTERNATIONAL CONFERENCE, 2388, MODERN SYNTHETIC METHODOLOGIES FOR CREATING DRUGS AND FUNCTIONAL MATERIALS (MOSM2020): PROCEEDINGS OF THE IV INTERNATIONAL CONFERENCE, 2021, 030016
М. I. Savchuk, D. S. Kopchuk, I. N. Egorov, А. F. Khasanov, S. S. Rybakova, G. V. Zyryanov, V. L. Rusinov, О. N. Chupakhin, “Combination of the SNH/aza-Diels–Alder Reactions as Effective Synthetic Approach to 8-Hydroxy(methoxy)-Substituted 2-[6-(1-Methylindol-3-yl)pyridin-2-yl]quinoline Ligands/Fluorophores”, Russ J Gen Chem, 91:5 (2021), 779
Dmitry S. Kopchuk, Olga S. Taniya, Albert F. Khasanov, Alexey P. Krinochkin, Igor S. Kovalev, Tatiana A. Pospelova, Grigory V. Zyryanov, Vladimir L. Rusinov, Oleg N. Chupakhin, “СН functionalization of (hetero)arenes with ethyne and ethene moieties”, Chem Heterocycl Comp, 55:6 (2019), 490
O. V. Shabunina, E. S. Starnovskaya, Ya. K. Shtaits, D. S. Kopchuk, I. S. Kovalev, G. V. Zyryanov, V. L. Rusinov, O. N. Chupakhin, “A Modified Synthesis of 6-Aryl-3-(6-R-pyridin-2-yl)-1,2,4-triazines”, Russ J Org Chem, 54:10 (2018), 1576
D. S. Kopchuk, A. F. Khasanov, N. V. Chepchugov, I. S. Kovalev, G. V. Zyryanov, V. L. Rusinov, O. N. Chupakhin, “Solvent-free reaction of 1,2,4-triazine-5-carbonitriles with 4-(cyclohex-1-en-1-yl)morpholine. Unexpected decyanation in addition to classical aza-Diels–Alder reaction”, Russ J Org Chem, 53:1 (2017), 99
Alexey P. Krinochkin, Dmitry S. Kopchuk, Grigory A. Kim, Ilya N. Ganebnykh, Igor S. Kovalev, Grigory V. Zyryanov, Fengyu Li, Vladimir L. Rusinov, Oleg N. Chupakhin, “DTTA-appended 6-phenyl- and 5,6-diphenyl-2,2′-bipyridines as new water soluble ligands for lanthanide cations”, Polyhedron, 134 (2017), 59
Lorène Crespin, Lorenzo Biancalana, Tobias Morack, David C. Blakemore, Steven V. Ley, “One-Pot Acid-Catalyzed Ring-Opening/Cyclization/Oxidation of Aziridines with N-Tosylhydrazones: Access to 1,2,4-Triazines”, Org. Lett., 19:5 (2017), 1084
D. S. Kopchuk, A. P. Krinochkin, G. A. Kim, D. N. Kozhevnikov, “Europium complex of 5-(4-dodecyloxyphenyl)2,2'-bipyridine-6'-carboxylic acid”, Mendeleev Commun., 27:4 (2017), 394–396
D. S. Kopchuk, A. F. Khasanov, A. P. Krinochkin, I. S. Kovalev, G. V. Zyryanov, V. L. Rusinov, O. N. Chupakhin, “Solvent-free reaction of 3-aryl-6-(3-nitrophenyl)-1,2,4-triazines with 4-(cyclohex-1-en-1-yl)morpholine”, Russ J Org Chem, 52:7 (2016), 1036
N. V. Chepchugov, D. S. Kopchuk, I. S. Kovalev, G. V. Zyryanov, V. L. Rusinov, O. N. Chupakhin, “Convenient synthesis of α-dichloromethylpyridines from 3-trichloromethyl-1,2,4-triazines”, Mendeleev Commun., 26:3 (2016), 220–222
Alexey P. Krinochkin, Dmitry S. Kopchuk, Dmitry N. Kozhevnikov, “Luminescent neutral lanthanide complexes of 5-aryl-2,2′-bipyridine-6-carboxylic acids, synthesis and properties”, Polyhedron, 102 (2015), 556
Dmitry S. Kopchuk, Albert F. Khasanov, Igor S. Kovalev, Grigory V. Zyryanov, Vladimir L. Rusinov, Oleg N. Chupakhin, “ChemInform Abstract: Unexpected Reduction of the Nitro Group in (3‐Nitrophenyl)‐1,2,4‐triazines During Their Aza‐Diels—Alder Reaction with 1‐Morpholinocyclopentene.”, ChemInform, 45:1 (2014)
D. S. Kopchuk, A. F. Khasanov, I. S. Kovalev, G. V. Zyryanov, G. A. Kim, I. L. Nikonov, V. L. Rusinov, O. N. Chupakhin, “The Extension of Conjugated System in Pyridyl-Substituted Monoazatriphenylenes for the Tuning of Photophysical Properties”, Chem Heterocycl Comp, 50:6 (2014), 871