Research group № 9 “Laboratory of organic and metal-organic nitrogen-oxygen systems”

Research group № 9 “Laboratory of organic and metal-organic nitrogen-oxygen systems” (The Nitro Research Group)

Group leader: Sukhorukov Alexey, Ph.D., D.Sc. (habil.), leading research fellow at ZIOC RAS, professor of D. Mendeleev University of Chemical Technology

Contacts: e-mail sukhorukov@ioc.ac.ru, tel. +7 499 135 53 29

Web-site of research group: http://nitrogroup.tilda.ws/

Twitter: @SukhorukovAlex

Group members: Prof., Dr. Alexey Sukhorukov (group leader), Prof., Dr. Sema Ioffe (leading research fellow), Dr. Andrey Tabolin (senior researcher, deputy), Dr. Artem Semakin (researcher), Dr. Ivan Golovanov (researcher), Yana Lichtenstein (Ph.D. student) Vladislav Lesnikov (Ph.D. student), Pavel Ushakov (master student), Alexander Lukoyanov (master student), Vladimir Motornov (master student), Yulia Antonova (master student), Elizaveta Khotyantseva (master student), Anastasia Fadeeva (master student), Alexandr Kokuev (master student), Roman Malykhin (master student), Evgeny Pospelov (master student), Elizaveta Sovdagarova (master student).

Brief biography: Alexey Sukhorukov is an alumnus of Moscow Chemical Lyceum (2003). After graduation from Higher Chemical College in 2007, he entered postgraduate school at ZIOC RAS, where he received his Ph.D. degree under supervision of Professor S.L. Ioffe in 2009. In 2018, Alexey Sukhorukov defended habilitation theses (D.Sc.), and since 2020 he is a leader of the Laboratory of organic and metal-organic nitrogen-oxygen systems at ZIOC RAS. He is a recipient of many awards, including Medal of Russian Academy of Sciences for young researchers and Young scientists Award from the Government of Moscow. Alexey Sukhorukov is a member of international advisory board of European Journal of Organic Chemistry and an invited editor of Frontiers in Chemistry. ORCID: 0000-0003-4413-9453

Research interests:

• Development of organic synthesis methodology using nitrogen-oxygen containing compounds: nitro compounds, nitronates, nitrosoacetals, oximes, etc.
• Total synthesis of biologically active compounds using transformations of nitrogen-oxygen containing organic compounds
• Design of highly symmetrical hetero- and metallo-cage compounds
• Click-chemistry

Main activities:

1)             Scientific research: conducting research in challenging areas of organic chemistry and related sciences

2)             Academic activities: graduate and undergraduate studies

3)             Educational activities: organic chemistry and laboratory courses for students of Higher Chemical College and D. Mendeleev University of Chemical Technology

Main results:

• New methods for the functionalization of nitro compounds and nitronic acids ethers (nitronates) were developed. Applications in total synthesis were demonstrated.

Reviews: Adv. Synth. Catal., 2020, 362, 724-754 (DOI: 10.1002/adsc.201900718); Chem. Rec., 2018, 18, 1489-1500 (DOI: 10.1002/tcr.201800009); Tetrahedron, 2016, 72, 6191-6281 (DOI: 10.1016/j.tet.2016.07.067); Chem. Rev., 2014, 114, 5426-5476 (DOI: 10.1021/cr400196x); Chem. Rev., 2011, 111, 5004-5041 (DOI: 10.1021/cr100292w).

Selected publications: Adv. Synth. Catal., 2019, 361, 5322-5327 (DOI: 10.1002/adsc.201901000); J. Org. Chem., 2019, 84, 7244-7254 (DOI: 10.1021/acs.joc.9b00924); J. Org. Chem., 2019, 84, 13794−13806 (DOI: 10.1021/acs.joc.9b02010); J. Org. Chem., 2018, 83, 11057-11066 (DOI: 10.1021/acs.joc.8b01652); Chem. Eur. J., 2017, 23, 4570-4578 (DOI: 10.1002/chem.201605390, front cover); Org. Lett., 2013, 15, 350-353 (DOI: 10.1021/ol303292c); J. Org. Chem., 2012, 77, 5465-5469 (DOI: 10.1021/jo300955n, highlighted in Synfacts).

•  An efficient approach to fluorinated nitroalkenes was proposed. New methods for the synthesis of fluorine-containing heterocycles were developed.

Review: Russ. Chem. Rev., 2019, 88, 425-569 (DOI: 10.1070/RCR4871).

Selected publications: Org. Biomol. Chem., 2020, 18, 1436-1448 (DOI: 10.1039/C9OB02668A); Org. Biomol. Chem., 2019, 17, 1442-1454 (DOI: 10.1039/C8OB03126F); Org. Chem. Front., 2018, 5, 2588-2594 (DOI: 10.1039/C8QO00623G); J. Org. Chem., 2017, 82, 5274-5284 (DOI: 10.1021/acs.joc.7b00578).

• A novel approach to the construction of heteroadamantanes and diamantanes based on oxime cyclotrimerization was suggested. The synthesis of a structural isomer of urotropin was accomplished for the first time.

Review: Targets in Heterocyclic Systems, Volume 21, Italian Society of Chemistry, Italy, Roma, 2017, pp. 82-97. DOI: 10.17374/targets.2018.21.82.

Selected publications: J. Org. Chem., 2018, 83, 9756-9773 (DOI: 10.1021/acs.joc.8b01296); J. Org. Chem., 2015, 80, 6728-6736 (DOI: 10.1021/acs.joc.5b00892); J. Org. Chem., 2014, 79, 6079-6086 (DOI: 10.1021/jo5007703).

Full list of recent publications: http://nitrogroup.tilda.ws/publications

Book chapters:

1)    A. Yu. Sukhorukov, in A. M. Faísca Phillips (editor), “Synthetic Approaches to Nonaromatic Nitrogen Heterocycles”, vol. 1, Wiley, 2020.

2)    S. L. Ioffe, in: H. Feuer (editor), Nitrile Oxides, Nitrones, and Nitronates in Organic Synthesis: Novel Strategies in Synthesis, 2nd ed., Wiley, 2008.

Media about us:

1)    Selective In-Situ Metal Azide Reactions (Chemistry views magazine, 07.04.2017) https://www.chemistryviews.org/details/ezine/10474931/Selective_In-Situ_Metal_Azide_Reactions.html

2)    Reductive Isoxazoline-to-Pyrrolidone Ring Interconversion (Synfacts, 2018; 14(12): 1231). https://www.thieme-connect.com/products/ejournals/abstract/10.1055/s-0037-161123

3)    Synthesis of PDE IVb Inhibitors (Synfacts 2012; 8(9: 0945). https://www.thieme-connect.com/products/ejournals/abstract/10.1055/s-0032-1316)976

Synthesis of a PDE IVb Inhibitor (Synfacts 2012; 8(1): 0004). https://www.thieme-connect.com/products/ejournals/abstract/10.1055/s-0031-1289914