Просмотров: 21877
Научная группа профессора М. А. Кузнецова
Научная группа кафедры органической химии
Химия азотистых гетероциклов
Состав научной группы
Сотрудники
Кузнецов Михаил Анатольевичд.х.н., профессор к. 4121 |
|
Молчанов Александр Павловичд.х.н., руководитель гранта РФФИ к. 4122, 4124, 4128 |
|
Панькова Алёна Сергеевнак.х.н., доцент к. 4130, 4132, 4135 |
|
Ефремова Мария Михайловнак.х.н., старший преподаватель к. 4122, 4124, 4128 |
|
Соколов Виктор Владимировичд.х.н., доцент |
|
Голубев Павел Романовичк.х.н., ассистент к. 4130, 4132, 4135 |
Аспиранты
Сироткина Екатерина ВалерьевнаАспирант четвёртого года обучения |
Магистранты
Пенни Александр АлександровичМагистрант 2 курса |
|
Карцев Дмитрий ДмитриевичМагистрант 2 курса |
|
Молин Илья Александровичмагистрант 1 курса |
Студенты
Антонов Никита СергеевичСтудент 1 курса |
Тематика научной группы
- Исследование синтеза и превращений производных N-аминоазиридина с целью разработки новых методов получения насыщенных и ненасыщенных пятичленных азотистых гетероциклов (производных пиррола, пиразола, имидазола, оксазола). Генерирование азометинилидов, их внутри- и межмолекулярные превращения.
- Новые методы синтеза и превращения алкинилзамещённых гетероциклов, производных аминоазиридина, пиразола, пиримидина. Внутримолекулярная циклизация этих производных как метод синтеза новых или труднодоступных поликонденсированных азотистых гетероциклов.
- Синтез моно-, би- и трициклических сультамов.
- Синтез новых, необычных производных гидразина.
- Разработка новых методов синтеза гетероциклических соединений на основе реакций (3+n)-циклоприсоединения и последующих превращений циклоаддуктов.
- Диазиридины как строительные блоки в синтезе полиазотсодержащих гетероциклов.
Публикации
2020
- Molchanov A.P., Efremova M.M., Kryukova M.A., Kuznetsov M.A. Selective and reversible 1,3-dipolar cycloaddition of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes with 1,3-diphenylprop-2-en-1-ones under microwave irradiation. Beilstein J. Org. Chem. 2020, 16, 2679–2686. doi.org/10.3762/BJOC.16.218.
- Sirotkina E.V., Efremova M.M., Starova G.L., Kuznetsov M.A., Molchanov A.P. Cycloaddition of nitrones to 1,3-diarylpropenones and subsequent transformations of the resulting isoxazolidines. Chem. Heterocyclic Compd. 2020, 56, 1193–1201. doi.org/10.1007/s10593-020-02797-z.
- Molchanov A.P., Lukina V.M., Efremova M.M., Muryleva A.A., Slita A.V., Zarubaev V.V. The 1,3-dipolar cycloaddition of adamantine-derived nitrones with maleimides. Synth. Commun. 2020, 50, 1367−1374. doi.org/10.1080/00397911.2020.1738494.
- Mikherdov A.S., Katkova S.A., Novikov A.S., Efremova M.M., Reutskaya E.Y., Kinzhalov M.A. (Isocyano group)⋯lone pair interactions involving coordinated isocyanides: experimental, theoretical and CSD studies. CrystEngComm 2020, 22, 1154−1159. doi.org/10.1039/C9CE01741K.
- Efremova M.M., Molchanov A.P., Novikov A.S., Starova G.L., Muryleva A.A., Slita A.V., Zarubaev V.V. 1,3-Dipolar cycloaddition of N-allyl substituted polycyclic derivatives of isoindole-1,3-dione with nitrones and nitrile oxides: An experimental and theoretical investigation. Tetrahedron 2020, 76, 131104. doi.org/10.1016/j.tet.2020.131104.
- Pankova A.S. Electrophile-induced reactions of cross-conjugated enynones in the synthesis of heterocycles. Chem. Heterocyclic Compd. 2020, 56, 829−836. doi.org/10.1007/s10593-020-02739-9.
2019
- A.S. Pankova, A.N. Shestakov, М.А. Кuznetsov. Cyclization of ortho-ethynylbiaryls as an emerging versatile tool for the construction of polycyclic arenes. Russ. Chem. Rev. 2019, 88, 594–643. doi.org/10.1070/RCR4855.
- A.S. Pankova, N.D. Cherepanova, P. Golubev, M.A. Kuznetsov. Selective synthesis of 2-methylenepyrrol-3-ones from diynones and amines. Chem. Heterocyclic Compd. 2019, 55, 672–675. doi.org/10.1007/s10593-019-02515-4.
- P. Golubev, A. Pankova, M. Krasavin. “Isocyanide-less” Ugi/Intramolecular Diels-Alder reaction of 5-hydroxymethylfurfural. Tetrahedron Lett. 2019, 60, 1578–1581. doi.org/10.1016/j.tetlet.2019.05.018.
- R.R. Kostikov, T.A. Kornilova, A.F. Khlebnikov, G.V. Shustov, A.Yu. Ivanov, V.V. Suslonov, N.V. Shesternin, М.А. Кuznetsov. Spatial structure and non-trivial stereodynamic of tricyclic perhydro-1,2,4,5-tetrazines. Chem. Heterocyclic Compd. 2019, 55, 172–177. doi.org/10.1007/s10593-019-02435-3.
- P.S. Teterina, M.M. Efremova, E.V. Sirotkina, A.S. Novikov, O.V. Khoroshilova, A.P. Molchanov. A highly efficient and stereoselective cycloaddition of nitrones to N-arylitaconimides. Tetrahedron Lett. 2019, 60, 151063. doi.org/10.1016/j.tetlet.2019.151063.
- A.S. Filatov, N.A. Knyazev, S.V. Shmakov, A.A. Bogdanov, M.N. Ryazantsev, A.A. Shtyrov, G.L. Starova, A.P. Molchanov, A.G. Larina, V.M. Boitsov, A.V. Stepakov. Concise Synthesis of Tryptanthrin Spiro Analogues with In Vitro Antitumor Activity Based on One-Pot, Three-Component 1,3-Dipolar Cycloaddition of Azomethine Ylides to Сyclopropenes. Synthesis 2019, 51, 713–729. doi.org/10.1055/s-0037-1611059.
2018
- A. Stukalov, V.V. Suslonov, М.А. Кuznetsov. Thermal ring expansion of 2-sulfonylimidoyl-1-phthalimidoaziridines into N-sulfonylimidazoles. Eur. J. Org. Chem. 2018, 1634–1645. doi.org/10.1002/ejoc.201701806.
- Коновалов А.И., Антипин И.С., Бурилов В.А., Маджидов Т.И., Курбангалиева А.Р., Немтарев А.В., Соловьева С.Е., Стойков И.И., Мамедов В.А., Захарова Л.Я., Гаврилова Е.Л., Синяшин О.Г., Балова И.А., Васильев А.В., Зенкевич И.Г., Красавин М.Ю., Кузнецов М.А., Молчанов А.П., Новиков М.С., Николаев В.А. и др. Современные тенденции органической химии в университетах России. ЖОрХ 2018, 54, 161–360. doi.org/10.1134/S107042801802001X.
- История органической химии в Университетах России. От истоков до наших дней. Под ред. Е.К. Белоглазкиной, И.П. Белецкой, В.Г. Ненайденко. Монография. М.: Техносфера. 2018. 752 с. ISBN 978-5-94836-536-7. Соавторы: И.С. Антипин, М.А. Казымова, М.А. Кузнецов, А.В. Васильев, О.Б. Вукс, М.А. Ищенко, А.А. Кирюшкин, Л.М. Кузнецова, С.В. Макаренко, В.А. Островский, М.Л. Петров, С.М. Рамш, О.В. Солод, Ю.Г. Тришин, И.П. Яковлев и др.
- M. Tarasenko, V. Sidneva, A. Belova, A. Romanycheva, T. Sharonova, S. Baykov, A. Shetnev, E. Kofanov, М.А. Кuznetsov. An efficient synthesis and antimicrobial evaluation of 5-alkenyl- and 5-styryl-1,2,4-oxadiazoles. Arkivoc 2018, part vii, 458–470. doi.org/10.24820/ark.5550190.p010.760.
- K.K. Afanaseva, M.M. Efremova, S.V. Kuznetsova, A.V. Ivanov, G.L. Starova, A.P. Molchanov. The (3+2)- and formal (3+3)-cycloadditions of N-vinylpyrroles with cyclic nitrones and C,N-cyclic azomethine imines. Tetrahedron 2018, 74, 5665–5673. doi.org/10.1016/j.tet.2018.07.040.
- V.A. Dmitriev, M.M. Efremova, A.S. Novikov, V.V. Zarubaev, A.V. Slita, A.V. Galochkina, G.L. Starova, A.V. Ivanov, A.P. Molchanov. Highly efficient and stereoselective cycloaddition of nitrones to indolyl- and pyrrolylacrylates. Tetrahedron Lett. 2018, 59, 2327–2331. doi.org/10.1016/j.tetlet.2018.04.066.
- A.P. Molchanov, M.M. Efremova, A.V. Stepakov, T.L. Panikorovskii, R.R. Kostikov. Reaction of Aldonitrones with N-Phenyl-9,10-dihydro-9,10-ethenoanthracene-11,12-dicarboximide. Russ. J. Org. Chem. 2018, 54, 463–468. doi.org/10.1134/S1070428018030144.
- A.S. Filatov, N.A. Knyazev, M.N. Ryazantsev, V.V. Suslonov, A.G. Larina, A.P. Molchanov, R.R. Kostikov, V.M. Boitsov, A.V. Stepakov. A highly diastereoselective one-pot three-component 1,3-dipolar cycloaddition of cyclopropenes with azomethine ylides generated from 11H-indeno[1,2-b]-quinoxalin-11-ones Org. Chem. Front. 2018, 5, 595–605. doi.org/10.1039/c7qo00888k.
- M.M. Efremova, A.S. Novikov, R.R. Kostikov, T.L. Panikorovsky, A.V. Ivanov, A.P. Molchanov. Regio- and diastereoselectivity of the cycloaddition of nitrones with N-propadienylindole and pyrroles. Tetrahedron 2018, 74, 174–183. doi.org/10.1016/j.tet.2017.11.056.
- L.V. Lenschmidt, M.S. Ledovskaya, A.S. Filatov, A.G. Larina, A.P. Molchanov, R.R. Kostikov, A.V. Stepakov. Synthesis of isoxazolopyrrolo[2,1-a]isoquinoline, isoxazolo[5',4':1,2]indolizino[8,7-b]indole, and isoxazolo-[5,4-a]thieno[2,3-g]indolizine derivatives by intramolecular cyclization of hydroxylactams constituting a fragment of the pyrroloisoxazole system. Russ. J. Org. Chem. 2018, 54, 112–125. doi.org/10.1134/S1070428018010116.
2017
- A.N. Shestakov, A.S. Pankova, M.A. Kuznetsov. Cycloisomerization – a straightforward way to benzo[h]quinolines and benzo[c]acridines. Chem. Heterocyclic Compd. 2017, 53, 1103–1113. doi.org/10.1007/s10593-017-2179-5.
- A.S. Pankova, M.A. Kuznetsov. Recent advances in the chemistry of 2-acylaziridines. Synthesis 2017, 49, 5093–5104. doi.org/10.1055/s-0036-1590889.
- A.N. Shestakov, A.S. Pankova, P. Golubev, A.F. Khlebnikov, M.A. Kuznetsov. Brønsted acid mediated cyclizations of ortho-aryl(ethynyl)pyrimidines. Tetrahedron 2017, 73, 3939–3948. doi.org/10.1016/j.tet.2017.05.070.
- M.A. Kuznetsov, A.N. Shestakov, M. Zibinsky, M. Krasavin, C.T. Supuran, S. Kalinin, M. Tanç. Synthesis, structure and properties of N-aminosaccharine – a selective inhibitor of human carbonic anhydrase I. Tetrahedron Lett. 2017, 58, 172–174. doi.org/10.1016/j.tetlet.2016.12.005.
- A. Stukalov, V.V. Sokolov, V.V. Suslonov, М.А. Кuznetsov. Pyrazoles and C-imidoylaziridines through [4+1]-annulation and [2+1]-cycloaddition of 1-azabuta-1,3-dienes with a synthetic equivalent of phthalimidonitrene. Eur. J. Org. Chem. 2017, 2587–2595. doi.org/10.1002/ejoc.201700172.
- И.С. Антипин, М.А. Казымова, М.А. Кузнецов, А.В. Васильев, М.А. Ищенко, А.А. Кирюшкин, Л.М. Кузнецова, С.В. Макаренко, В.А. Островский, М.Л. Петров, О.В. Солод, Ю.Г. Тришин, И.П. Яковлев и др. Органическая химия. История и взаимная связь университетов России. ЖОрХ 2017, 53, 1257–1408. doi.org/10.1134/S1070428017090019.
- M.M. Efremova, R.R. Kostikov, A.G. Larina, A.P. Molchanov. Regio- and stereoselective (3+2)-cycloaddition of nitrile oxides and nitrones to N-vinylindole. Russ. J. Org. Chem. 2017, 53, 246–250. doi.org/10.1134/S107042801702018X.
- A.G. Larina, A.S. Filatov, V.V. Suslonov, A.P. Molchanov, A.V. Stepakov. The reactions of 1,1-diarylallenes with N-acyliminium cations generated from hydroxylactams. Tetrahedron 2017, 73, 3949–3958. doi.org/10.1016/j.tet.2017.05.071.
- M.M. Efremova, R.R. Kostikov, A.V. Stepakov, T.L. Panikorovsky, V.S. Scherbakova, A.V. Ivanov, A.P. Molchanov. Unusual Lewis-acid catalyzed formal (3+3)-cycloaddition of azomethine imines and nitrones to N-vinylpyrroles. Tetrahedron 2017, 73, 671–680. doi.org/10.1016/j.tet.2016.12.034.
- E.V. Sirotkina, M.M. Efremova, R.R. Kostikov, A.S. Novikov, V.V. Zarubaev, I.R. Orshanskaya, G.L. Starova, A.P. Molchanov. Regio- and diastereoselectivity of the cycloaddition of aldonitrones with benzylidenecyclopropane: An experimental and theoretical study. Tetrahedron 2017, 73, 3025–3030. doi.org/10.1016/j.tet.2017.04.014.
- A.S. Filatov, N.A. Knyazev, A.P. Molchanov, T.L. Panikorovsky, R.R. Kostikov, A.G. Larina, V.M. Boitsov, A.V.Stepakov Synthesis of Functionalized 3-Spiro[cyclopropa[a]pyrrolizine]-and 3-Spiro[3-azabicyclo[3.1.0]hexane]oxindoles from Cyclopropenes and Azomethine Ylides via [3+2]-Cycloaddition. J. Org.Chem. 2017, 82, 959–975. doi.org/10.1021/acs.joc.6b02505.
2016
- A.N. Shestakov, М.А. Кuznetsov. Synthesis of Di-, Tri-, and Tetracyclopropylhydrazines. Chem. Comm. 2016, 52, 2398–2400. doi.org/10.1039/c5cc07477k.
- A.S. Pankova, P.R. Golubev, A.F. Khlebnikov, A.Yu. Ivanov, M.A. Kuznetsov. Thiazol-4-one derivatives from the reaction of monosubstituted thioureas with maleimides: structures and factors determining the selectivity and tautomeric equilibrium in solution. Beilstein J. Org. Chem. 2016, 12, 2563–2569. doi.org/10.3762/bjoc.12.251.
- P. Golubev, E. A. Karpova, A.S. Pankova, M. Sorokina, M.A. Kuznetsov. Regioselective synthesis of 7-(trimethylsilylethynyl)pyrazolo[1,5-a]pyrimidines via reaction of pyrazolamines with enynones. J. Org. Chem. 2016, 81, 11268–11275. doi.org/10.1021/acs.joc.6b02217.
- M.A. Kuznetsov, L.M. Kuznetsova, A.S. Pankova. Oxidative aminoaziridination: past, present, and future. Tetrahedron Lett. 2016, 57, 3575–3585. doi.org/10.1016/j.tetlet.2016.06.116.
- A.Ya. Bespalov, T.L. Gorchakova, A.Yu. Ivanov, M.A. Kuznetsov, L.M. Kuznetsova, A.S. Pankova, L.I. Prokopenko, A.F. Khlebnikov. On the possibility for synthesizing dihydrotriazolothiadiazoles by condensation of 4-amino-2,4-dihydro-3H-1,2,4-triazole-3-thiones with aromatic aldehydes. Russ. J. Org. Chem. 2016, 52, 421–428. doi.org/10.1134/S1070428016030210.
- M.V. Sorokina, A.S. Pankova, M.A. Kuznetsov. Oxidative aminoaziridination of 2-vinylfuran derivatives as an approach to hexa-2,5-diene-1,4-dione monohydrazones. Asian J. Org. Chem. 2016, 5, 389–398. doi.org/10.1002/ajoc.201500460.
- A.P. Molchanov, T.Q. Tran, A.V. Stepakov, R.R. Kostikov. Oxidation of reaction products of p-aryl-С,С-disubstituted nitrones and dimethyl 3-methylenecyclopropane-1,2-dicarboxylate. Russ. J. Org. Chem. 2016, 52, 1603–1605. doi.org/10.1134/S1070428016110099.
- A.P. Molchanov, T.Q. Tran, A.V. Stepakov, R.R. Kostikov. Reductive cleavage and subsequent transformations of 5-oxa-6-azaspiro[2.4]heptane-1-carboxylates. Russ. J. Org. Chem. 2016, 52, 404–408. doi.org/10.1134/S1070428016030180.
- M.M. Efremova, A.P. Molchanov, R.R. Kostikov, A.G. Larina, G.L. Starova, A.V. Stepakov. Acid-Induced Rearrangement of Cycloadducts from Cyclopropenecarboxylates and
1,3-Diarylisobenzofurans. Helv. Chim. Acta 2016, 99, 487–493. doi.org/10.1002/hlca.201500114. - A.G. Larina, V.E. Nosova, A.S. Filatov, A.P. Molchanov, G.L. Starova, A.A. Zolotarev, V.M. Boitsov, A.V. Stepakov. The first example of the reactions of cyclopropenes with N-acyliminium cations generated from hydroxylactams. Tetrahedron 2016, 72, 5064–5073. doi.org/10.1016/j.tet.2016.06.052.
- M.S. Ledovskaya, A.P. Molchanov, R.R. Kostikov, T.L. Panikorovsky, V.V. Gurzhiy, M.N. Ryazantsev, V.M. Boitsov, A.V. Stepakov. Anthracene-fused isoxazolopyrrolo[2,1-a]isoquinolines via an endocyclic N-acyliminium ion cyclization: a joint experimental and theoretical study. Tetrahedron 2016, 72, 4827–4834. doi.org/10.1016/j.tet.2016.06.048.
2015
- A.S. Pankova, M.V. Sorokina, M.A. Kuznetsov. Thermal rearrangement of 2,3-diaryl-1-phthalimidoaziridines. Tetrahedron Lett. 2015, 56, 5381–5385. doi.org/10.1016/j.tetlet.2015.07.093.
- P.R. Golubev, A.S. Pankova, M.A. Kuznetsov. Regioselective transition-metal-free synthesis of 2-(trimethylsilylmethylene)pyrrol-3-ones by thermal cyclization of acetylenic enamines. J. Org. Chem. 2015, 80, 4545–4552. doi.org/10.1021/acs.joc.5b00398.
- A.S. Pankova, A.Yu. Stukalov, M.A. Kuznetsov. Synthesis of 2-(hetero)aryl-5-(trimethylsilylethynyl)oxazoles from (hetero)arylacrylic acids. Org. Lett. 2015, 17, 1826–1829. doi.org/10.1021/acs.orglett.5b00009.
- A.Ya. Bespalov, T.L. Gorchakova, A.Yu. Ivanov, M.A. Kuznetsov, L.M. Kuznetsova, A.S. Pankova, L.I. Prokopenko, M.S. Avdontceva. Alkylation and aminomethylation of 1,3-dihydro-2Н-benzimidazole-2-thione. Chem. Heterocyclic Compd. 2015, 50, 1547–1558. doi.org/10.1007/s10593-014-1623-z.
- M.S. Ledovskaya, A.V. Stepakov, A.P. Molchanov, R.R. Kostikov An efficient synthesis of substituted spiro[isoxazolopyrroloisoquinolines] via diastereoselective N-acyliminium ion cyclization. Tetrahedron 2015, 71, 7562–7566. doi.org/10.1016/j.tet.2015.08.007.
- Y.B. Koptelov, A.P. Molchanov, R.R. Kostikov. Regio- and diastereoselective cycloaddition of stable cyclic azomethine imines to N-arylitaconimides. Russ. J. Org. Chem. 2015, 51, 1134–1143. doi.org/10.1134/S1070428015080126.
- Y.B. Koptelov, D.O. Antuganov, A.P. Molchanov, R.R. Kostikov. Steric hindrances to the cycloaddition of (Z)-1-arylmethylidene-5,5-dimethyl-3-oxopyrazolidin-1-ium-2-ides to N-arylmaleimides Russ. J. Org. Chem. 2015, 51, 972–981. doi.org/10.1134/S1070428015070143.
- A.P. Molchanov, E.V. Sirotkina, M.M. Efremova, R.R. Kostikov, A.V. Ivanov, V.S. Shcherbakova. Regio- and stereoselective cycloaddition of nitrones to 1-vinyl-4,5-dihydro-1H-benzo[g]indole. Russ. J. Org. Chem. 2015, 51, 640–643. doi.org/10.1134/S1070428015050097.
- M.M. Efremova, A.P. Molchanov, A.V. Stepakov, R.R. Kostikov, V.S. Scherbakova, A.V. Ivanov. A highly efficient [3+2] cycloaddition of nitrile oxides and azomethine imines to N-vinylpyrroles. Tetrahedron 2015, 71, 2071–2078. doi.org/10.1016/j.tet.2015.02.058.
- M.S. Ledovskaya, A.P. Molchanov, V.M. Boitsov, R.R. Kostikov, A.V. Stepakov. An efficient synthesis of substituted isoxazolopyrroloisoquinolines via diastereoselective N-acyliminium ion cyclization. Tetrahedron 2015, 71, 1952-1958. doi.org/10.1016/j.tet.2015.02.031.
- A.P. Molchanov, Yu.V. Malinina, R.R. Kostikov, A.V. Stepakov. Regioselective cycloaddition of C,N-diarylnitrones to arylallenes and of N-aryl-C-carbamoylnitrones to methyl buta-2,3-dienoate. Russ. J. Org. Chem. 2015, 51, 368–372. doi.org/10.1134/S1070428015030136.
- A.V. Stepakov, A.G. Larina, A.P. Molchanov. Isomerization of dimethylenecyclopropanes in benzofulvenes in the presence of Lewis acids. Russ. J. Org. Chem. 2015, 51, 210–213. doi.org/10.1134/S1070428015020128.
2014
- A.S. Pankova, M.A. Samartsev, I.A. Shulgin, P.R. Golubev, M.S. Avdontceva, M.A. Kuznetsov. Synthesis of thiazolidines via regioselective addition of unsymmetric thioureas to maleic acid derivatives. RSC Advances 2014, 4, 51780–51786. doi.org/10.1039/c4ra07840c.
- P.R. Golubev, A.S. Pankova, M.A. Kuznetsov. Transition-metal-free approach to 4-ethynylpyrimidines via alkenynones. Eur. J. Org. Chem. 2014, 3614–3621. doi.org/10.1002/ejoc.201402045.
- A.S. Pankova, M.A. Kuznetsov. Synthesis and thermal transformations of spiro-fused N-phthalimidoaziridines. Tetrahedron Lett. 2014, 55, 2499–2503. doi.org/10.1016/j.tetlet.2014.03.014.
- M.A. Kuznetsov, A.Ya. Bespalov. One-pot, Three-component Synthesis of [1,3]thiazolo[4,3-b][1,3,4]thiadiazoles: Correct Structure of the Products. Chem. Heterocyclic Compd. 2014, 49, 1458–1463. doi.org/10.1007/s10593-014-1396-4.
- A.V. Stepakov, V.M. Boitsov, A.G. Larina, A.P. Molchanov. Acid-induced rearrangement of cycloadducts from N-aryl itaconimides and 1,3-diphenylisobenzofuran. Tetrahedron Lett. 2014, 55, 4859–4897. doi.org/10.1016/j.tetlet.2014.06.107.
- J. Malinina, T.Q. Tran, A.V. Stepakov, V.V. Gurzhiy, G.L. Starova, R.R. Kostikov, A.P. Molchanov. [3+2] Cycloaddition reactions of arylallenes with C-(N-arylcarbamoyl)- and C,C-bis(methoxycarbonyl)nitrones and subsequent rearrangements. Tetrahedron Lett. 2014, 55, 3663–3666. doi.org/10.1016/j.tetlet.2014.04.107.
- A.V. Stepakov, A.G. Larina, V.M. Boitsov, V.V. Gurzhiy, A.P. Molchanov, R.R. Kostikov. Tetrahedron Lett. 2014, 55, 2022–2026. doi.org/10.1016/j.tetlet.2014.02.039.
- A.V. Stepakov, V.M. Boitsov, A.G. Larina, A.P. Molchanov. Reaction of 6,6-dimethylfulvene with aromatic imines in the presence of Lewis acids. Russ. J. Org. Chem. 2014, 50, 389–393. doi.org/10.1134/S1070428014030154.
- A.P. Molchanov, T.Q. Tran, A.V. Stepakov, G.L. Starova, R.R. Kostikov. Regioselective cycloaddition of C-carbamoylnitrones to methyl (E)-2-(2-phenylcyclopropylidene)acetate and methyl (E)-2-methylidene-3-phenylcyclopropane-1-carboxylate. J. Org. Chem. 2014, 50, 78–82. doi.org/10.1134/S1070428014010151.
- A.P. Molchanov, R.S. Savinkov, A.V. Stepakov, G.L. Starova, R.R. Kostikov, V.S. Barnakova, A.V. Ivanov. A highly efficient and stereoselective cycloaddition of nitrones to N-vinylpyrroles. Synthesis 2014, 46, 771–780.
2013
- M.A. Kuznetsov, V.V. Voronin. Thermal transformations of alk-1-enyl-N-phthalimidoaziridines. Russ. J. Org. Chem. 2013, 49, 83–94. doi.org/10.1134/S1070428013010156.
- A.P. Molchanov, A.V. Stepakov, V.M. Boitsov, R.R. Kostikov. Stereoselective cycloaddition of diphenylisobenzofuran to N-arylitaconimides. Russ. Chem. Bull. 2013, 62, 1038–1041. doi.org/10.1007/s11172-013-0138-6.
- T.Q. Tran, R.S. Savinkov, V.V. Diev, G.L. Starova, A.P. Molchanov. An efficient method of synthesis of isoxazolidine-fused β-lactams via base-promoted cyclization-ring opening of carbamoyl-spirocyclopropane isoxazolidines. Tetrahedron 2013, 69, 5173–5177. doi.org/10.1016/j.tet.2013.04.054.
- A.P. Molchanov, T.Q. Tran. Regio- and stereoselective cycloaddition of C-Carbamoylnitrones to 1-benzylidene-3,3-dichloro-2,2-dimethylcyclopropane. Chem. Heterocyclic Compd. 2013, 49, 479–483. doi.org/10.1007/s10593-013-1271-8.
- A.P. Molchanov, T.Q. Tran, A.V. Stepakov, V.V. Gurzhii, R.R. Kostikov. Methyl (E)-2-(2-phenylcyclopropylidene)acetate: Synthesis, isomerization, and reaction with 1,3-diphenyl-2-benzofuran. Russ. J. Org. Chem. 2013, 49, 530–535. doi.org/10.1134/S1070428013040064.
2012
- P.V. Ilyin, A.S. Pankova, M.A. Kuznetsov. Direct and efficient synthesis of pyrrole-3-carbaldehydes by Vilsmeier-Haack formylation of pyrroles with sterically crowded amides. Synthesis 2012, 44, 1353–1358. doi.org/10.1055/s-0031-1290763.
- A.S. Pankova, P.R. Golubev, I.V. Ananyev, M.A. Kuznetsov. Synthesis of (trimethylsilyl)ethynylpyrazoles based on bis(trimethylsilyl)acetylene and arylacetyl chlorides. Eur. J. Org. Chem. 2012, 5965–5971. doi.org/10.1002/ejoc.201200807.
- M.A. Kuznetsov, A.S. Pan’kova, V.V. Voronin, N.A. Vlasenko. Intramolecular thermal transformations of N-phthalimidoaziridines: 1,3-dipolar cycloaddition and rearrangements. Chem. Heterocyclic Compd. 2012, 47, 1353–1366. doi.org/10.1007/s10593-012-0921-6.
- A.V. Stepakov, M.S. Ledovskaya, V.M. Boitsov, A.P. Molchanov, R.R. Kostikov, V.V. Gurzhiy, Starova, G.L. Synthesis of isoxazolopyrroloisoquinolines by intramolecular cyclizations of 5-(2-arylethyl)-6-hydroxytetrahydro-4H-pyrrolo[3,4-d]isoxazol-4-ones. Tetrahedron Lett. 2012, 53, 5414–5417. doi.org/10.1016/j.tetlet.2012.07.114.
- A.P. Molchanov, T.Q. Tran. Regioselective cycloaddition of C-Aryl- and C-Carbamoylnitrones to methyl 2-Benzylidenecyclopropanecarboxylate. Russ. J. Org. Chem. 2012, 48, 1283–1288. doi.org/10.1134/S1070428012100041.
- A.P. Molchanov, T.Q. Tran. Reduction and hydrolysis of substituted 5-oxa-6-azaspiro[2.4]heptane-1,2-dicarboxylic acid esters. Russ. J. Org. Chem. 2012, 48, 1323–1325. doi.org/10.1134/S1070428012100107.
- A.V. Stepakov, A.G. Larina, V.M. Boitsov, A.P. Molchanov, V.V. Gurzhiy, G.L. Starova. Tetrahedron Lett. 2012, 53, 3411–3415. doi.org/10.1016/j.tetlet.2012.03.093.
- A.P. Molchanov, R.R. Kostikov. Synthesis of dispiro[2.1.3.1]nonane and trispiro[2.1.1.37.15.13]-dodecane. Russ. J. Org. Chem. 2012, 48, 596–598. doi.org/10.1134/S1070428012040239.
- A.P. Molchanov, T.Q. Tran, R.R. Kostikov. Diastereoselective 1,3-dipolar cycloaddition of C,N-diaryl- and C-amido-N-arylnitrones to arylpropenones. Russ. Chem. Bull. 2012, 61, 871–876. doi.org/10.1007/s11172-012-0122-6.
- T.Q. Tran, V.V. Diev, G.L. Starova, V.V. Gurzhiy, A.P. Molchanov. Cycloaddition of C,C-disubstituted ketonitrones with acceptor methylenecyclopropanes and subsequent rearrangement cascade of 5-spirocyclopropane-isoxazolidines. Eur. J. Org. Chem. 2012, 2054–2061. doi.org/10.1002/ejoc.201200039.
- A.S. Kritchenkov, N.A Bokach, M.L. Kuznetsov, F.M. Dolgushin, T.Q. Tung, A.P. Molchanov, V.Y. Kukushkin. Facile and reversible 1,3-dipolar cycloaddition of aryl ketonitrones to platinum(II)-bound nitriles: Synthetic, structural, and theoretical studies. Organometallics 2012, 31, 687–699.
2011
- A.S. Pankova, A.N. Blandov, M.K. Bulanova, S.I. Selivanov, I.V. Ananyev, M.A. Kuznetsov. Oxidative addition of N-aminophthalimide to thiophene and selenophene: the first example of a 5-thia(seleno)-3,7-diazatricyclo[4.1.0.0(2,4)]heptane system. Tetrahedron Lett. 2011, 52, 4048–4050. doi.org/10.1016/j.tetlet.2011.05.123.
- M.A. Kuznetsov, V.V. Voronin. Intra- and intermolecular thermal transformations of 2-acyl- and 2-alkoxycarbonyl-N-phthalimidoaziridines. Chem. Heterocyclic Compd. 2011, 47, 173–181. doi.org/10.1007/s10593-011-0738-8.
- A.G. Larina, A.V. Stepakov, V.M. Boitsov, A.P. Molchanov, V.V. Gurzhiy, G.L. Starova, A.N. Lykholay. The first example of 1,3-dipolar cycloaddition reactions of nitrones to vinylidenecyclopropanes. Tetrahedron Lett. 2011, 52, 5777–5781. doi.org/10.1016/j.tetlet.2011.08.116.
- A.P. Molchanov, T.Q. Tran, R.R. Kostikov. Regioselective addition of cyclic nitrones to Feist's acid dimethyl ester. Russ. Chem. Bull. 2011, 60, 2296–2300. doi.org/10.1007/s11172-011-0351-0.
- Y.B. Koptelov, S.P. Saik, A.P. Molchanov. Stable azomethine imines having a 3,4-dihydroisoquinoline fragment and their cycloaddition to N-arylmaleimides. Russ. J. Org. Chem. 2011, 47, 537–546. doi.org/10.1134/S1070428011040129.
- T.Q. Tran, V.V. Diev, A.P. Molchanov. An efficient and stereoselective cycloaddition of C-aryl and C-amido nitrones to dimethyl 2-benzylidenecyclopropane-1,1-dicarboxylate. Tetrahedron 2011, 67, 2391–2395. doi.org/10.1016/j.tet.2011.02.013.
- Y.B. Koptelov, S.P. Saik, A.P. Molchanov, S.I. Selivanov. Generation of azomethine imines via opening of the diaziridine ring in unsymmetrically substituted 6-aryl-1,5-diazabicyclo-[3.1.0]hexanes and their transformations. Russ. J. Org. Chem. 2011, 47, 421–432. doi.org/10.1134/S1070428011030171.
- A.P. Molchanov, T.Q. Tung, R.R. Kostikov. Regio- and stereoselectivity of cycloaddition of C-amidonitrones to esters of methylenecyclopropanedicarboxylic acids. Russ. J. Org. Chem. 2011, 47, 269–276.
- A.P. Molchanov, P.S. Sorokoumov, J. Kopf, R.R. Kostikov. Dipolar cycloaddition of N-aryl-C-(2,2-dichloro-1-phenylcyclopropyl) nitrones to N-arylmaleimides. Russ. J. Org. Chem. 2011, 47, 66–73. doi.org/10.1134/S1070428011010076.
2010
- E. V. Beletskii, O. A. Ignatenko, M. A. Kuznetsov, S. I. Selivanov. Oxidative addition of N-aminophthalimide to styryl-1,2,4-oxadiazoles. Russ. J. Org. Chem. 2010, 46, 678–684. doi.org/10.1134/S1070428010050143.
- A.V. Ushkov, М.А. Кuznetsov, A. Linden, H. Heimgartner. Tri- and tetra-substituted N-phthalimidoaziridines in 1,3-dipolar cycloaddition reactions. Helv. Chim. Acta 2010, 93, 847–862. doi.org/10.5167/uzh-34138.
- V.M. Zakharova, O. Brede, M. Gütschow, М.А. Кuznetsov, M. Zibinsky, J. Sieler, B. Schulze. N,N'-Linked 1,2-benzisothiazol-3(2H)-one 1,1-dioxides: synthesis, biological activity, and derived radicals. Tetrahedron 2010, 66, 379–384. doi.org/10.1016/j.tet.2009.10.070.
Выпускники
ФИО | Год выпуска | Место последующей работы (учёбы) | |
---|---|---|---|
Аспирантура | |||
Шестаков Александр Николаевич | 2018 | Фарм. компания «Биокад», Санкт-Петербург | |
Стукалов Александр Юрьевич | 2018 | Фарм. компания «Биокад», Санкт-Петербург | |
Ефремова Мария Михайловна | 2017 | СПбГУ, Институт химии | |
Ледовская Мария Сергеевна | 2015 | СПбГУ, Институт химии | |
Голубев Павел Романович | 2015 | СПбГУ, Институт химии | |
Чан Куанг Тунг | 2011 | Ханойский университет | |
Воронин Владимир Владимирович | 2011 | СПбГУ, Институт химии | |
Панькова Алёна Сергеевна | 2009 | СПбГУ, Институт химии | |
Ушков Александр Владимирович | 2009 | Корпорация «Марс», Ступино, Московская обл. | |
Сайк Сергей Павлович | 2009 | ||
Игнатенко Олег Александрович | 2006 | Фарм. компания «Активный компонент», Санкт-Петербург | |
Диев Вячеслав Валерьевич | 2005 | США | |
Бучака Светлана Михайловна | 2004 | Директор представительства ООО «ЭлДжиСи Стандардс», Санкт-Петербург | |
Степаков Александр Владимирович | 2003 | СПбГУ, Институт химии | |
Сипкин Денис Игоревич | 2002 | ||
Бландов Александр Николаевич | 1997 | Институт холода и биотехнологий, Санкт-Петербург | |
Кучук Илья Дмитриевич | 1996 | Гендиректор фарм. компании «ChemConsult», Санкт-Петербург | |
Семеновский Валерий Владимирович | 1991 | Главный инженер ООО «Инженерно-Технический Центр «Техновация», Санкт-Петербург | |
Киселев Максим Юрьевич | 1990 | ||
Коптелов Юрий Борисович | 1989 | СПбГУ, химический факультет | |
Суворов Андрей Александрович | 1984 | Институт эволюционной физиологии и биохимии РАН, Санкт-Петербург | |
Белов Владимир Николаевич | 1984 | Университет Гёттингена, Германия | |
Магистратура (с 2009) | |||
Сироткина Екатерина Валерьевна | 2017 | Аспирантура, СПбГУ | |
Бакалавриат и специалитет (с 2009) | |||
Макарова Анастасия Александровна | 2019 | Магистратура, СПбГУ | |
Тетерина Полина Сергеевна | 2019 | Магистратура, СПбГУ | |
Афанасьева Ксения Константиновна | 2018 | Магистратура, СПбГУ | |
Дмитриев Виктор Александрович | 2018 | Магистратура, СПбГУ | |
Карпова Екатерина Алексеевна | 2016 | Фарм. компания «Биокад», Санкт-Петербург | |
Сорокина Мария Владимировна | 2015 | Аспирантура, Университет Джорджии, США | |
Черепанова Надежда Дмитриевна | 2015 | Магистратура, СПбГУ | |
Мартынов Матвей Юрьевич | 2014 | Магистратура, СПбГУ | |
Малинина Юлия | 2013 | Аспирантура, СПбГУ | |
Савинков Руслан Сергеевич | 2013 | АО «СЖС Восток Лимитед» | |
Шульгин Игорь Андреевич | 2013 | Аспирантура, Горный университет, Санкт-Петербург | |
Власенко Никита Александрович | 2010 | Аспирантура, Университет Южной Калифорнии, США |
Архивная статья о работе научной группы проф. М.А. Кузнецова (2012 г.)
Архивная статья о работе научной группы проф. А.П. Молчанова