Mendeleev Communications, volume 32, issue 2, pages 262-264
Generation and cascade reactions of N-[1,2-bis(methoxycarbonyl)vinyl]pyridinium species
Rzhevskiy Sergey A
1, 2
,
Topchiy Maxim A
1, 2
,
Belyy Alexander Yu
1
,
Minaeva Lidiya I
1
,
Khitrov Mikhail D
1, 2
,
Lavrov K. V.
3
,
Sokolova Alena D
1
,
Nechaev Mikhail Petrovich
1, 2
,
Asachenko Andrey
1, 2
Publication type: Journal Article
Publication date: 2022-03-31
Journal:
Mendeleev Communications
Quartile SCImago
Q3
Quartile WOS
Q3
Impact factor: 1.9
ISSN: 09599436, 1364551X
General Chemistry
Abstract
The configuration of N -[1,2-bis(methoxycarbonyl)vinyl]-pyridinium intermediate generated from stereoisomers of dimethyl dibromosuccinate or dimethyl bromobutenedioate does not depend on the precursors’ configuration, as distinct from the yields and the reaction rates. The use of various nucleophiles in these cascade reactions gives either cycloheptadieneoctacarboxylic or cycloheptatrienehepta-carboxylic esters along with pyridinium 5-dicyano-methylidene-2,3,4-tris(methoxycarbonyl)cyclopenta-1,3-dien-1-olate. In the latter case, the acyclic ‘Diels’ golden adduct’ was detected, and its structure was refined.
Citations by journals
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Journal of Organic Chemistry
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Journal of Organic Chemistry
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American Chemical Society (ACS)
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American Chemical Society (ACS)
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Rzhevskiy S. A. et al. Generation and cascade reactions of N-[1,2-bis(methoxycarbonyl)vinyl]pyridinium species // Mendeleev Communications. 2022. Vol. 32. No. 2. pp. 262-264.
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Rzhevskiy S. A., Topchiy M. A., Belyy A. Yu., Minaeva L. I., Khitrov M. D., Lavrov K. V., Sokolova A. D., Nechaev M. P., Asachenko A. Generation and cascade reactions of N-[1,2-bis(methoxycarbonyl)vinyl]pyridinium species // Mendeleev Communications. 2022. Vol. 32. No. 2. pp. 262-264.
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TY - JOUR
DO - 10.1016/j.mencom.2022.03.037
UR - https://doi.org/10.1016%2Fj.mencom.2022.03.037
TI - Generation and cascade reactions of N-[1,2-bis(methoxycarbonyl)vinyl]pyridinium species
T2 - Mendeleev Communications
AU - Rzhevskiy, Sergey A
AU - Topchiy, Maxim A
AU - Belyy, Alexander Yu
AU - Minaeva, Lidiya I
AU - Khitrov, Mikhail D
AU - Lavrov, K. V.
AU - Sokolova, Alena D
AU - Nechaev, Mikhail Petrovich
AU - Asachenko, Andrey
PY - 2022
DA - 2022/03/31 00:00:00
PB - Elsevier
SP - 262-264
IS - 2
VL - 32
SN - 0959-9436
SN - 1364-551X
ER -
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@article{2022_Rzhevskiy,
author = {Sergey A Rzhevskiy and Maxim A Topchiy and Alexander Yu Belyy and Lidiya I Minaeva and Mikhail D Khitrov and K. V. Lavrov and Alena D Sokolova and Mikhail Petrovich Nechaev and Andrey Asachenko},
title = {Generation and cascade reactions of N-[1,2-bis(methoxycarbonyl)vinyl]pyridinium species},
journal = {Mendeleev Communications},
year = {2022},
volume = {32},
publisher = {Elsevier},
month = {mar},
url = {https://doi.org/10.1016%2Fj.mencom.2022.03.037},
number = {2},
pages = {262--264},
doi = {10.1016/j.mencom.2022.03.037}
}
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Rzhevskiy, Sergey A., et al. “Generation and cascade reactions of N-[1,2-bis(methoxycarbonyl)vinyl]pyridinium species.” Mendeleev Communications, vol. 32, no. 2, Mar. 2022, pp. 262-264. https://doi.org/10.1016%2Fj.mencom.2022.03.037.