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Highly selective synthesis of tricyclic compounds from semithioglycoluril, formaldehyde and amines

Vladimir Vladimirovich Baranov 1
Vladimir Vladimirovich Baranov
,  , 
Natal'ya Georgievna Kolotyrkina 1
Natal'ya Georgievna Kolotyrkina
, 
Angelina Nikolaevna Kravchenko 1
Angelina Nikolaevna Kravchenko
10.1016/j.mencom.2019.05.028
Published 2019-04-26
Communication , Volume 29, Issue 3, 323-325
7
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Baranov V. V. et al. Highly selective synthesis of tricyclic compounds from semithioglycoluril, formaldehyde and amines // Mendeleev Communications. 2019. Vol. 29. No. 3. pp. 323-325.
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Baranov V. V., Barsegyan Y. A., Kolotyrkina N. G., Kravchenko A. N. Highly selective synthesis of tricyclic compounds from semithioglycoluril, formaldehyde and amines // Mendeleev Communications. 2019. Vol. 29. No. 3. pp. 323-325.
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TY - JOUR
DO - 10.1016/j.mencom.2019.05.028
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.05.028
TI - Highly selective synthesis of tricyclic compounds from semithioglycoluril, formaldehyde and amines
T2 - Mendeleev Communications
AU - Baranov, Vladimir Vladimirovich
AU - Barsegyan, Yana Arturovna
AU - Kolotyrkina, Natal'ya Georgievna
AU - Kravchenko, Angelina Nikolaevna
PY - 2019
DA - 2019/04/26
PB - Mendeleev Communications
SP - 323-325
IS - 3
VL - 29
ER -
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@article{2019_Baranov,
author = {Vladimir Vladimirovich Baranov and Yana Arturovna Barsegyan and Natal'ya Georgievna Kolotyrkina and Angelina Nikolaevna Kravchenko},
title = {Highly selective synthesis of tricyclic compounds from semithioglycoluril, formaldehyde and amines},
journal = {Mendeleev Communications},
year = {2019},
volume = {29},
publisher = {Mendeleev Communications},
month = {Apr},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.05.028},
number = {3},
pages = {323--325},
doi = {10.1016/j.mencom.2019.05.028}
}
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Cite this
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Baranov, Vladimir Vladimirovich, et al. “Highly selective synthesis of tricyclic compounds from semithioglycoluril, formaldehyde and amines.” Mendeleev Communications, vol. 29, no. 3, Apr. 2019, pp. 323-325. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.05.028.

Abstract

A highly selective one-pot synthesis of new 6-substituted 4-thioxohexahydro-5H-2,3,4a,6,7a-pentaazacyclopenta[cd]inden-1(2H)-ones by cycloaminomethylation of semithioglycolurile with formaldehyde and amines is proposed. A mechanism for the process is suggested.

References

1.
Chiral Molecular Clips Control Orthogonal Crystalline Organization
Chen Y., She N., Meng X., Yin G., Wu A., Isaacs L.
Organic Letters, 2007
2.
Synthesis and Crystal Structure of a New Diphenylglycoluril Derivative
Chen Y., She N., Wu A.
Journal of Chemical Crystallography, 2011
3.
10.1016/j.mencom.2019.05.028_bib0015
Shiri
Synthesis, 2009
6.
Bleaching Activators as Acylating Agents kinetics of the acetylation of piperidine by some bleaching activators
Hofmann J., Just G., Moya D., Ostermann S., Pritzkow W., Visothea M.P.
Journal für praktische Chemie, 1990
7.
Zharkov M.N., Kuchurov I.V., Fomenkov I.V., Zlotin S.G., Tartakovsky V.A.
Mendeleev Communications, 2015
8.
Synthesis and Characterization of a Thermally and Hydrolytically Stable Energetic Material based on N-Nitrourea
Cui K., Xu G., Xu Z., Wang P., Xue M., Meng Z., Li J., Wang B., Ge Z., Qin G.
Propellants, Explosives, Pyrotechnics, 2014
10.
Glycolurils in the synthesis of fused polyheterocyclic compounds
Barsegyan Y.A., Baranov V.V., Kravchenko A.N.
Chemistry of Heterocyclic Compounds, 2017
12.
Cucurbituril-Based Molecular Recognition
Barrow S.J., Kasera S., Rowland M.J., del Barrio J., Scherman O.A.
Chemical Reviews, 2015
13.
Gazieva G.A., Kravchenko A.N., Chegaev K.Y., Strelenko Y.A., Lebedev O.V.
Mendeleev Communications, 2000
14.
10.1016/j.mencom.2019.05.028_bib0070
Wanger
Organic Nanoreactors, 2016
15.
A. Aumueller, P. Neumann, H. Trauth, Patent EP 0272588 A1, 1988.
16.
Anikina L.V., Vikharev Y.B., Baranov V.V., Malyshev O.R., Kravchenko A.N.
Mendeleev Communications, 2018
17.
Efficient method for the synthesis of 1,3-unsubstituted 2-imino-5-oxooctahydroimidazo[4,5-d]imidazolium iodides based on thioglycolurils
Baranov V.V., Yatsenko E.L., Melnikova E.K., Nelyubina Y.V., Kravchenko A.N.
Chemistry of Heterocyclic Compounds, 2019
18.
Dual-Functional Semithiobambusurils
Singh M., Solel E., Keinan E., Reany O.
Chemistry - A European Journal, 2014
19.
Enhanced anion binding by heteroatom replacement in bambusurils
Solel E., Singh M., Reany O., Keinan E.
Physical Chemistry Chemical Physics, 2016
21.
Synthesis and biological evaluation of new substituted thioglycolurils, their analogues and derivatives
Gazieva G.A., Anikina L.V., Nechaeva T.V., Pukhov S.A., Karpova T.B., Popkov S.V., Nelyubina Y.V., Kolotyrkina N.G., Kravchenko A.N.
European Journal of Medicinal Chemistry, 2017
22.
Synthesis, S-alkylation, and fungicidal activity of 4-(benzylideneamino)thioglycolurils
Gazieva G.A., Nechaeva T.V., Kostikova N.N., Sigay N.V., Serkov S.A., Popkov S.V.
Russian Chemical Bulletin, 2018
23.
New access to thioglycolurils by condensation of 4,5-dihydroxyimidazolidin-2-ones(thiones) with HSCN
Baranov V.V., Nelyubina Y.V., Kravchenko A.N., Kolotyrkina N.G., Biriukova K.A.
Tetrahedron Letters, 2015
24.
Synthesis, Structure, and Biological Activity of 2,6-Disubstituted 2,3a,4a,6,7a,8a-Hexaazaperhydrocyclopenta[ def ]fluorene-4-thioxo-8-ones
Barsegyan Y., Baranov V., Kravchenko A., Strelenko Y., Anikina L., Karnoukhova V., Kolotyrkina N.
Synthesis, 2018
25.
A novel hexacyclic ring system from glycoluril
Mock W.L., Manimaran T., Freeman W.A., Kuksuk R.M., Maggio J.E., Williams D.H.
Journal of Organic Chemistry, 1985
26.
Synthesis and Characterization of Novel Heterocyclic Compounds Containing the Benzoxazine Ring by 7-Hydroxycoumarin
Ali-Asgari S., Moradi M., Maskani E., Mirtamizdoust B.
Chemistry of Natural Compounds, 2017