Ethyl 3-halo-3-nitroacrylates: synthesis and reactions with primary aromatic amines
M A Kuritsyna
1
,
V V Pelipko
1
,
O. N. Kataeva
2
,
R I Baichurin
1
,
K D Sadikov
1
,
A. S. Smirnov
1
,
Publication type: Journal Article
Publication date: 2021-08-01
scimago Q3
SJR: 0.305
CiteScore: 2.8
Impact factor: —
ISSN: 10665285, 15739171
General Chemistry
Abstract
A general procedure for the synthesis of ethyl Z-3-halo-3-nitroacrylates by the reaction of ethyl 3-nitroacrylate with Cl2 or Br2 followed by dehydrohalogenation was proposed. Ethyl Z-3-chloro-3-nitroacrylate was obtained for the first time. The reaction of halonitroacrylates with anilines followed the pathway of the formation of aza-Michael adducts, the dehydrohalogenation of which led to new β-nitro enamines, namely, ethyl Z-2-arylamino-3-nitroacrylates.
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11
Total citations:
11
Citations from 2025:
1
(9.09%)
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Kuritsyna M. A. et al. Ethyl 3-halo-3-nitroacrylates: synthesis and reactions with primary aromatic amines // Russian Chemical Bulletin. 2021. Vol. 70. No. 8. pp. 1605-1612.
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Kuritsyna M. A., Pelipko V. V., Kataeva O. N., Baichurin R. I., Sadikov K. D., Smirnov A. S., Makarenko S. V. Ethyl 3-halo-3-nitroacrylates: synthesis and reactions with primary aromatic amines // Russian Chemical Bulletin. 2021. Vol. 70. No. 8. pp. 1605-1612.
Cite this
RIS
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TY - JOUR
DO - 10.1007/s11172-021-3257-5
UR - https://doi.org/10.1007/s11172-021-3257-5
TI - Ethyl 3-halo-3-nitroacrylates: synthesis and reactions with primary aromatic amines
T2 - Russian Chemical Bulletin
AU - Kuritsyna, M A
AU - Pelipko, V V
AU - Kataeva, O. N.
AU - Baichurin, R I
AU - Sadikov, K D
AU - Smirnov, A. S.
AU - Makarenko, S V
PY - 2021
DA - 2021/08/01
PB - Springer Nature
SP - 1605-1612
IS - 8
VL - 70
SN - 1066-5285
SN - 1573-9171
ER -
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BibTex (up to 50 authors)
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@article{2021_Kuritsyna,
author = {M A Kuritsyna and V V Pelipko and O. N. Kataeva and R I Baichurin and K D Sadikov and A. S. Smirnov and S V Makarenko},
title = {Ethyl 3-halo-3-nitroacrylates: synthesis and reactions with primary aromatic amines},
journal = {Russian Chemical Bulletin},
year = {2021},
volume = {70},
publisher = {Springer Nature},
month = {aug},
url = {https://doi.org/10.1007/s11172-021-3257-5},
number = {8},
pages = {1605--1612},
doi = {10.1007/s11172-021-3257-5}
}
Cite this
MLA
Copy
Kuritsyna, M. A., et al. “Ethyl 3-halo-3-nitroacrylates: synthesis and reactions with primary aromatic amines.” Russian Chemical Bulletin, vol. 70, no. 8, Aug. 2021, pp. 1605-1612. https://doi.org/10.1007/s11172-021-3257-5.