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One-pot synthesis of substituted pyrrolo[3,4-b]pyridine-4,5-diones based on the reaction of N-(1-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-2-oxo-2-arylethyl)acetamide with amines
Boris Lichitsky
1
,
Vitaly S. Mityanov
2, 3
,
Artem N. Fakhrutdinov
1
,
Arkady A. Dudinov
1
,
Vasily A Migulin
1
,
Elizaveta K Melnikova
4, 5
,
Michail M Krayushkin
1
Publication type: Journal Article
Publication date: 2019-11-25
scimago Q2
wos Q3
SJR: 0.482
CiteScore: 3.8
Impact factor: 2.1
ISSN: 18605397
PubMed ID:
31839829
Organic Chemistry
Abstract
The condensation of primary amines with N-(1-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-2-oxo-2-arylethyl)acetamides was explored. Thus, a previously unknown recyclization of the starting material was observed in acidic ethanol in the presence of an amine, which provided the corresponding dihydropyrrolone derivative as the major reaction product. Based on this transformation, a practical and convenient one-pot synthetic method for substituted pyrrolo[3,4-b]pyridin-5-ones could be devised.
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5
Total citations:
5
Citations from 2024:
2
(40%)
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Melekhina V. G. et al. One-pot synthesis of substituted pyrrolo[3,4-b]pyridine-4,5-diones based on the reaction of N-(1-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-2-oxo-2-arylethyl)acetamide with amines // Beilstein Journal of Organic Chemistry. 2019. Vol. 15. pp. 2840-2846.
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Melekhina V. G., Komogortsev A., Lichitsky B., Mityanov V. S., Fakhrutdinov A. N., Dudinov A. A., Migulin V. A., Nelyubina Y. V., Melnikova E. K., Krayushkin M. M. One-pot synthesis of substituted pyrrolo[3,4-b]pyridine-4,5-diones based on the reaction of N-(1-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-2-oxo-2-arylethyl)acetamide with amines // Beilstein Journal of Organic Chemistry. 2019. Vol. 15. pp. 2840-2846.
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TY - JOUR
DO - 10.3762/bjoc.15.277
UR - https://www.beilstein-journals.org/bjoc/articles/15/277
TI - One-pot synthesis of substituted pyrrolo[3,4-b]pyridine-4,5-diones based on the reaction of N-(1-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-2-oxo-2-arylethyl)acetamide with amines
T2 - Beilstein Journal of Organic Chemistry
AU - Melekhina, Valeriya G
AU - Komogortsev, Andrey
AU - Lichitsky, Boris
AU - Mityanov, Vitaly S.
AU - Fakhrutdinov, Artem N.
AU - Dudinov, Arkady A.
AU - Migulin, Vasily A
AU - Nelyubina, Yulia V.
AU - Melnikova, Elizaveta K
AU - Krayushkin, Michail M
PY - 2019
DA - 2019/11/25
PB - Beilstein-Institut
SP - 2840-2846
VL - 15
PMID - 31839829
SN - 1860-5397
ER -
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BibTex (up to 50 authors)
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@article{2019_Melekhina,
author = {Valeriya G Melekhina and Andrey Komogortsev and Boris Lichitsky and Vitaly S. Mityanov and Artem N. Fakhrutdinov and Arkady A. Dudinov and Vasily A Migulin and Yulia V. Nelyubina and Elizaveta K Melnikova and Michail M Krayushkin},
title = {One-pot synthesis of substituted pyrrolo[3,4-b]pyridine-4,5-diones based on the reaction of N-(1-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-2-oxo-2-arylethyl)acetamide with amines},
journal = {Beilstein Journal of Organic Chemistry},
year = {2019},
volume = {15},
publisher = {Beilstein-Institut},
month = {nov},
url = {https://www.beilstein-journals.org/bjoc/articles/15/277},
pages = {2840--2846},
doi = {10.3762/bjoc.15.277}
}