сотрудник
Ярославль, Ярославская область, Россия
сотрудник
Ярославль, Ярославская область, Россия
The paper concerns the developing of a one-pot method for the preparation of ortho-chloranilines containing the piperidine cycle by reduction of dinitrosubstrates with tin(II) chloride
N-(2,4-dinitrophenyl)piperidine, tin(II) chloride, reduction, halogenation, regioselectivity
1. Serafini, M., Cargnin, S., Massarotti, A., Pirali, T. & Genazzani, A.A. (2020) Essential Medicinal Chemistry of Essential Medicines, J. Med. Chem., 63 (18), pp. 10170-10187. DOI:https://doi.org/10.1021/acs.jmedchem.0c00415 [online]. Available at: https://pubs.acs.org/doi/10.1021/acs.jmedchem.0c00415
2. Smith, B.R., Eastman, C.M. & Njardarson, J.T. (2014) Beyond C, H, O, and N! Analysis of the Elemental Composition of U.S. FDA Approved Drug Architectures, J. Med. Chem., 57(23), pp. 9764-9773. DOI:https://doi.org/10.1021/jm501105n [online]. Available at: https://pubs.acs.org/doi/10.1021/jm501105n
3. Fang, W.-Y., Ravindar, L., Rakesh, K.P., Manukumar, H.M., Shantharam, C.S., Alharbi, N.S. & Qin, H.-L. (2019) Synthetic approaches and pharmaceutical applications of chloro-containing molecules for drug discovery: A critical review, Eur. J. Med. Chem. 173, pp. 117-153. DOI:https://doi.org/10.1016/j.ejmech.2019.03.063 [online]. Available at: https://www.sciencedirect.com/science/article/pii/S0223523419302971?via%3Dihub
4. Filimonov, S.I., Makarova, E.S., Chirkova, J.V. & Kabanova, M.V. (2022) Diastereomeric composition of the reaction of the formation of hexahydro-5h-chromeno[4,3-d]pyrimidin-5-ones, From Chemistry Towards Technology Step-By-Step, 3(1), pp. 131-138. DOI:https://doi.org/10.52957/27821900_2022_01_131 [online]. Available at: http://chemintech.ru/index.php/tor/2022tom3no1
5. Liu, F., Wu, N. & Cheng, X. (2021) Chlorination Reaction of Aromatic Compounds and Unsaturated Carbon−Carbon Bonds with Chlorine on Demand, Org. Lett., 88(8), pp. 3015-3020. DOI:https://doi.org/10.1021/acs.orglett.1c00704 [online]. Available at: https://pubs.acs.org/doi/abs/10.1021/acs.orglett.1c00704
6. Begunov, R.S., Nozdracheva, O.I., Kosareva, T.N. & Orlov, V.Yu. (2006) Minor products at reduction 1 substituted 2,4-dinitrobenzenes, Izvestiya vuzov. Khimiya i khimicheskaya tekhnologiya. [ChemChemTech]. 49(10), pp. 33-34 [online]. Available at: www.elibrary.ru/item.asp?id=9301463 (in Russian)
7. Kosareva, T.N., Begunov, R.S., Valyaeva, A.N. & Jakovleva, Yu.S. (2010) Basic and collateral processes at the reducing of 2,4-dinitroanizole by tin (II) chloride, Bashkirskii khimicheskii zhurnal, 4, pp. 11-15 [online]. Available at: www.elibrary.ru/item.asp?id=15608400 (in Russian).
8. Li Q.-S., Lv, P.-C., Li, H.-Q., Lu, X., Li, Z.-L., Ruan, B.-F. & Zhu, H.-L. (2012) Synthesis and biological evaluation of novel N, N′-disubstituted urea and thiourea derivatives as potential anti-melanoma agents, Journal of Enzyme Inhibition and Medicinal Chemistry, 27(5), pp. 708-714. DOI:https://doi.org/10.3109/14756366.2011.608665 [online]. Available at: https://www.tandfonline.com/doi/full/10.3109/14756366.2011.608665
9. Zhao, W., Yang, Y., Zhang, Y.-X., Zhou, C., Li, H.-M., Tang, Y.-L., Liang, X.-H., Chen, T. & Tang, Y.-J. (2015) Fluoride-containing podophyllum derivatives exhibit antitumor activities through enhancing mitochondrial apoptosis pathway by increasing the expression of caspase-9 in HeLa cell, Scientific Reports, 5(17175), pp. 1-15. DOI:https://doi.org/10.1038/srep17175 [online]. Available at: https://www.nature.com/articles/srep17175
10. Windsor, M.A., Valk, P.L., Xu, S., Banerjee, S. & Marnett, L.J. (2013) Exploring the molecular determinants of substrate-selective inhibition of cyclooxygenase-2 by lumiracoxib, Bioorg. Med. Chem. Lett., 23(21), pp. 5860-5864. DOI:https://doi.org/10.1016/j.bmcl.2013.08.097 [online]. Available at: https://www.sciencedirect.com/science/article/pii/S0960894X13010469
11. Gómez-Santacana, X., de Munnik, S.M., Mocking, T.A.M., Hauwert, N.J., Sun, S., Vijayachandran, P., de Esch, I.J.P., Vischer, H.F., Wijtmans, M. & Leurs, R. (2019) A toolbox of molecular photoswitches to modulate the CXCR3 chemokine receptor with light, Beilstein J. Org. Chem., 15, pp. 2509-2523. DOI:https://doi.org/10.3762/bjoc.15.244 [online]. Available at: https://www.beilstein-journals.org/bjoc/articles/15/244
12. De La Rosa, M., Kim, H.W., Gunic, E., Jenket, C., Boyle, U., Koh, Y.-h., Korboukh, I., Allan, M., Zhang, W., Chen, H., Xu, W., Nilar, S., Yao ,N., Hamatake, R., Lang, S.A., Hong, Z., Zhang, Z. & Girardet, J.-L. (2006) Tri-substituted triazoles as potent non-nucleoside inhibitors of the HIV-1 reverse transcriptase, Bioorg. Med. Chem. Lett., 16(17), pp. 4444-4449. DOI:https://doi.org/10.1016/j.bmcl.2006.06.048 [online]. Available at: https://www.sciencedirect.com/science/article/pii/S0960894X06007128?via%3Dihub