Four component tandem Knoevenagel–Michael strategy for the assembly of arylaldehydes, N,N'-dimethylbarbituric acid, 4-hydroxy-6-methyl-2H-pyran-2-one and morpholine into unsymmetrical scaffold with three different heterocyclic rings
M. N. Elinson
1
,
Ivan E. Ushakov
2
Publication type: Journal Article
Publication date: 2021-09-01
scimago Q3
wos Q3
SJR: 0.305
CiteScore: 3.0
Impact factor: 1.7
ISSN: 09599436, 1364551X
General Chemistry
Abstract
A new type of four component tandem Knoevenagel–Michael reaction has been found consisting in the assembly of benzaldehydes, N,N '-dimethylbarbituric acid, 4-hydroxy-6-methyl-2 H -pyran-2-one and morpholine in alcohols, other organic solvents or water at room temperature without catalyst or any other additives, which results in the selective formation of unsymmetrical scaffold with three different heterocyclic rings in 63–98% yields. The crystal structure of morpholinium 5-[(4-hydroxy-6-methyl-2-oxo-2 H -pyran-3-yl)(4-nitrophenyl)methyl]-1,3-dimethyl-2,6-dioxo-1,2,3,4-tetrahydropyrimidin-6-olate has been confirmed by X-ray diffraction.
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Elinson M. N. et al. Four component tandem Knoevenagel–Michael strategy for the assembly of arylaldehydes, N,N'-dimethylbarbituric acid, 4-hydroxy-6-methyl-2H-pyran-2-one and morpholine into unsymmetrical scaffold with three different heterocyclic rings // Mendeleev Communications. 2021. Vol. 31. No. 5. pp. 698-700.
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Elinson M. N., Vereshchagin A. N., Ryzhkova Y. E., Karpenko K. A., Ushakov I. E. Four component tandem Knoevenagel–Michael strategy for the assembly of arylaldehydes, N,N'-dimethylbarbituric acid, 4-hydroxy-6-methyl-2H-pyran-2-one and morpholine into unsymmetrical scaffold with three different heterocyclic rings // Mendeleev Communications. 2021. Vol. 31. No. 5. pp. 698-700.
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TY - JOUR
DO - 10.1016/j.mencom.2021.09.035
UR - https://doi.org/10.1016/j.mencom.2021.09.035
TI - Four component tandem Knoevenagel–Michael strategy for the assembly of arylaldehydes, N,N'-dimethylbarbituric acid, 4-hydroxy-6-methyl-2H-pyran-2-one and morpholine into unsymmetrical scaffold with three different heterocyclic rings
T2 - Mendeleev Communications
AU - Elinson, M. N.
AU - Vereshchagin, Anatoly N.
AU - Ryzhkova, Yuliya E.
AU - Karpenko, Kirill A
AU - Ushakov, Ivan E.
PY - 2021
DA - 2021/09/01
PB - OOO Zhurnal "Mendeleevskie Soobshcheniya"
SP - 698-700
IS - 5
VL - 31
SN - 0959-9436
SN - 1364-551X
ER -
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@article{2021_Elinson,
author = {M. N. Elinson and Anatoly N. Vereshchagin and Yuliya E. Ryzhkova and Kirill A Karpenko and Ivan E. Ushakov},
title = {Four component tandem Knoevenagel–Michael strategy for the assembly of arylaldehydes, N,N'-dimethylbarbituric acid, 4-hydroxy-6-methyl-2H-pyran-2-one and morpholine into unsymmetrical scaffold with three different heterocyclic rings},
journal = {Mendeleev Communications},
year = {2021},
volume = {31},
publisher = {OOO Zhurnal "Mendeleevskie Soobshcheniya"},
month = {sep},
url = {https://doi.org/10.1016/j.mencom.2021.09.035},
number = {5},
pages = {698--700},
doi = {10.1016/j.mencom.2021.09.035}
}
Cite this
MLA
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Elinson, M. N., et al. “Four component tandem Knoevenagel–Michael strategy for the assembly of arylaldehydes, N,N'-dimethylbarbituric acid, 4-hydroxy-6-methyl-2H-pyran-2-one and morpholine into unsymmetrical scaffold with three different heterocyclic rings.” Mendeleev Communications, vol. 31, no. 5, Sep. 2021, pp. 698-700. https://doi.org/10.1016/j.mencom.2021.09.035.
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