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Научная группа профессора М. А. Кузнецова

Обновлено

Научная группа кафедры органической химии

Химия азотистых гетероциклов

NG Kuznezova MA

Состав научной группы

Сотрудники

oh Kuznezov MA ng

Кузнецов Михаил Анатольевич

д.х.н., профессор

к. 4075

m.kuznetsov@spbu.ru

oh Molchanov AP

Молчанов Александр Павлович

д.х.н., профессор

к. 4122, 4124, 4128

a.molchanov@spbu.ru

oh Pankova AS

Панькова Алёна Сергеевна

к.х.н., доцент

к. 4130, 4132, 4135

a.pankova@spbu.ru

oh Efremova MM

Ефремова Мария Михайловна

к.х.н., ассистент

к. 4122, 4124, 4128

m.efremova@2012.spbu.ru

oh Sokolov VV

Соколов Виктор Владимирович

д.х.н., доцент

v.sokolov@spbu.ru

lhf Golubev P

Голубев Павел Романович

к.х.н., научный сотрудник

к. 4130, 4132, 4135

p.r.golubev@spbu.ru

Аспиранты

Sirotkina Ekaterina Valerevna

Сироткина Екатерина Валерьевна

Аспирант третьего года обучения

Магистранты

Penni Aleksandr Aleksandrovich

Пенни Александр Александрович

Магистрант 1 курса

Linnik Stanislav Aleksandrovich

Линник Станислав Александрович

Магистрант 2 курса

Karzev Dmitriy Dmitrievich

Карцев Дмитрий Дмитриевич

Магистрант 1 курса

Студенты

Shitov Daniil Alekseevich

Шитов Даниил Алексеевич

Студент 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.

Публикации

2019

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.
  7. 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.
  8. 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.
  9. 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.
  10. 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

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.
  7. 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.
  8. 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.
  9. 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.
  10. 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.
  11. 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

  1. A.N. Shestakov, М.А. Кuznetsov. Synthesis of Di-, Tri-, and Tetracyclopropylhydrazines. Chem. Comm. 2016, 52, 2398–2400. doi.org/10.1039/c5cc07477k.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.
  7. 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.
  8. 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
  9. 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.
  10. 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.
  11. 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

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.
  7. 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.
  8. 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.
  9. 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.
  10. 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.
  11. 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.
  12. 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

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.
  7. 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.
  8. 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.
  9. 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.
  10. 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

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. 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

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.
  7. 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.
  8. 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.
  9. 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.
  10. 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.
  11. 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

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.
  7. 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.
  8. 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.
  9. 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

  1. 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.
  2. 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.
  3. 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

ФИОГод выпускаМесто 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