Reaction of alkyl 3-bromo-3-nitroacrylates with substituted hydrazines. Synthesis of N′-substituted alkyl 3-nitropyruvate hydrazones
Publication type: Journal Article
Publication date: 2022-04-25
scimago Q3
SJR: 0.305
CiteScore: 2.8
Impact factor: —
ISSN: 10665285, 15739171
General Chemistry
Abstract
The reaction of alkyl 3-bromo-3-nitroacrylates with substituted phenylhydrazines and hydrazides of aromatic acids proceeds through the formation of aza-Michael adducts. Their subsequent dehydrohalogenation with Et3N affords N′-substituted hydrazones of alkyl 3-nitropyruvates. A one-pot synthesis of these compounds was developed. The synthesized hydrazones have a Z configuration, which was confirmed by 1H NMR spectroscopy and X-ray diffraction.
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Pelipko V. V. et al. Reaction of alkyl 3-bromo-3-nitroacrylates with substituted hydrazines. Synthesis of N′-substituted alkyl 3-nitropyruvate hydrazones // Russian Chemical Bulletin. 2022. Vol. 71. No. 4. pp. 740-749.
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Pelipko V. V., Gomonov K. A., Litvinov I. A., Baichurin R. I., Makarenko S. V. Reaction of alkyl 3-bromo-3-nitroacrylates with substituted hydrazines. Synthesis of N′-substituted alkyl 3-nitropyruvate hydrazones // Russian Chemical Bulletin. 2022. Vol. 71. No. 4. pp. 740-749.
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TY - JOUR
DO - 10.1007/s11172-022-3474-6
UR - https://doi.org/10.1007/s11172-022-3474-6
TI - Reaction of alkyl 3-bromo-3-nitroacrylates with substituted hydrazines. Synthesis of N′-substituted alkyl 3-nitropyruvate hydrazones
T2 - Russian Chemical Bulletin
AU - Pelipko, V V
AU - Gomonov, K A
AU - Litvinov, I A
AU - Baichurin, R I
AU - Makarenko, S V
PY - 2022
DA - 2022/04/25
PB - Springer Nature
SP - 740-749
IS - 4
VL - 71
SN - 1066-5285
SN - 1573-9171
ER -
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@article{2022_Pelipko,
author = {V V Pelipko and K A Gomonov and I A Litvinov and R I Baichurin and S V Makarenko},
title = {Reaction of alkyl 3-bromo-3-nitroacrylates with substituted hydrazines. Synthesis of N′-substituted alkyl 3-nitropyruvate hydrazones},
journal = {Russian Chemical Bulletin},
year = {2022},
volume = {71},
publisher = {Springer Nature},
month = {apr},
url = {https://doi.org/10.1007/s11172-022-3474-6},
number = {4},
pages = {740--749},
doi = {10.1007/s11172-022-3474-6}
}
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Pelipko, V. V., et al. “Reaction of alkyl 3-bromo-3-nitroacrylates with substituted hydrazines. Synthesis of N′-substituted alkyl 3-nitropyruvate hydrazones.” Russian Chemical Bulletin, vol. 71, no. 4, Apr. 2022, pp. 740-749. https://doi.org/10.1007/s11172-022-3474-6.