One-pot synthesis of cyclopentane-fused 5'-aryl-4-cycloalkylamino-2,2'-bipyridines via the aza-Diels–Alder/SNipso reactions
A P Krinochkin
1, 2
,
E S Starnovskaya
1, 2
,
M I Savchuk
1, 2
,
D S Kopchuk
1, 2
,
Sougata Santra
2
,
Pavel A. Slepukhin
1, 2
,
Grigory V Zyryanov
1, 2
,
Adinath Majee
3
,
O. N. Chupakhin
1, 2
2
Publication type: Journal Article
Publication date: 2022-07-01
scimago Q3
wos Q3
SJR: 0.305
CiteScore: 3.0
Impact factor: 1.7
ISSN: 09599436, 1364551X
General Chemistry
Abstract
One-pot synthesis of cyclopentane-fused 5 ' -aryl-4- cycloalkylamino-2,2 ' -bipyridines based on the neat (200 °C) reaction of 3-(4-bromopyridin-2-yl)-1,2,4-triazines with enamines is reported. In the course of the transformation, consecutive aza -Diels–Alder reaction and nucleophilic substitution of bromine atom under the action of the liberating amine occur. The possibility of the solvent- and catalyst-free replacement of 4-positioned bromine atom in 2,2 '- bipyridines by amino moieties was demonstrated.
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Krinochkin A. P. et al. One-pot synthesis of cyclopentane-fused 5'-aryl-4-cycloalkylamino-2,2'-bipyridines via the aza-Diels–Alder/SNipso reactions // Mendeleev Communications. 2022. Vol. 32. No. 4. pp. 449-451.
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Krinochkin A. P., Starnovskaya E. S., Savchuk M. I., Kopchuk D. S., Santra S., Slepukhin P. A., Zyryanov G. V., Majee A., Chupakhin O. N. One-pot synthesis of cyclopentane-fused 5'-aryl-4-cycloalkylamino-2,2'-bipyridines via the aza-Diels–Alder/SNipso reactions // Mendeleev Communications. 2022. Vol. 32. No. 4. pp. 449-451.
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TY - JOUR
DO - 10.1016/j.mencom.2022.07.007
UR - https://doi.org/10.1016/j.mencom.2022.07.007
TI - One-pot synthesis of cyclopentane-fused 5'-aryl-4-cycloalkylamino-2,2'-bipyridines via the aza-Diels–Alder/SNipso reactions
T2 - Mendeleev Communications
AU - Krinochkin, A P
AU - Starnovskaya, E S
AU - Savchuk, M I
AU - Kopchuk, D S
AU - Santra, Sougata
AU - Slepukhin, Pavel A.
AU - Zyryanov, Grigory V
AU - Majee, Adinath
AU - Chupakhin, O. N.
PY - 2022
DA - 2022/07/01
PB - OOO Zhurnal "Mendeleevskie Soobshcheniya"
SP - 449-451
IS - 4
VL - 32
SN - 0959-9436
SN - 1364-551X
ER -
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@article{2022_Krinochkin,
author = {A P Krinochkin and E S Starnovskaya and M I Savchuk and D S Kopchuk and Sougata Santra and Pavel A. Slepukhin and Grigory V Zyryanov and Adinath Majee and O. N. Chupakhin},
title = {One-pot synthesis of cyclopentane-fused 5'-aryl-4-cycloalkylamino-2,2'-bipyridines via the aza-Diels–Alder/SNipso reactions},
journal = {Mendeleev Communications},
year = {2022},
volume = {32},
publisher = {OOO Zhurnal "Mendeleevskie Soobshcheniya"},
month = {jul},
url = {https://doi.org/10.1016/j.mencom.2022.07.007},
number = {4},
pages = {449--451},
doi = {10.1016/j.mencom.2022.07.007}
}
Cite this
MLA
Copy
Krinochkin, A. P., et al. “One-pot synthesis of cyclopentane-fused 5'-aryl-4-cycloalkylamino-2,2'-bipyridines via the aza-Diels–Alder/SNipso reactions.” Mendeleev Communications, vol. 32, no. 4, Jul. 2022, pp. 449-451. https://doi.org/10.1016/j.mencom.2022.07.007.