Open Access
Heteroatom Chemistry, volume 25, issue 4, pages 226-237
Dinitrogen trioxide-mediated domino process for the regioselective construction of 4-nitrofuroxans from acrylic acids
Publication type: Journal Article
Publication date: 2014-05-14
Journal:
Heteroatom Chemistry
Quartile SCImago
Q4
Quartile WOS
Q4
Impact factor: 0.3
ISSN: 10427163, 10981071
DOI:
10.1002/hc.21166
General Chemistry
Abstract
4-Nitrofuroxans (4-nitro-1,2,5-oxadiazole 2-oxides) were prepared by a dinitrogen trioxide–mediated domino reaction of acrylic acids under the action of NaNO2 excess in AcOH at room temperature. The reaction proceeds completely regioselectively and presents a new, simple, general, and safe method for the preparation of both 3-aryl- and 3-alkyl-4-nitrofuroxans available with difficulty before. A mechanism for the furoxan ring construction through a four-step one-pot protocol is proposed. The synthesized nitrofuroxans have been characterized by multinuclear NMR spectroscopy and X-ray powder diffraction.
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1
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Citations by publishers
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1 publication, 2.86%
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1 publication, 2.86%
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1 publication, 2.86%
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2
4
6
8
10
12
14
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- We do not take into account publications that without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Fershtat L. L. et al. Dinitrogen trioxide-mediated domino process for the regioselective construction of 4-nitrofuroxans from acrylic acids // Heteroatom Chemistry. 2014. Vol. 25. No. 4. pp. 226-237.
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Fershtat L. L., Struchkova M. I., Goloveshkin A. S., Bushmarinov I. S., Makhova N. N. Dinitrogen trioxide-mediated domino process for the regioselective construction of 4-nitrofuroxans from acrylic acids // Heteroatom Chemistry. 2014. Vol. 25. No. 4. pp. 226-237.
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TY - JOUR
DO - 10.1002/hc.21166
UR - https://doi.org/10.1002%2Fhc.21166
TI - Dinitrogen trioxide-mediated domino process for the regioselective construction of 4-nitrofuroxans from acrylic acids
T2 - Heteroatom Chemistry
AU - Struchkova, Marina I.
AU - Fershtat, Leonid L.
AU - Goloveshkin, Alexander S.
AU - Bushmarinov, I. S.
AU - Makhova, Nina N.
PY - 2014
DA - 2014/05/14 00:00:00
PB - Wiley
SP - 226-237
IS - 4
VL - 25
SN - 1042-7163
SN - 1098-1071
ER -
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@article{2014_Fershtat,
author = {Marina I. Struchkova and Leonid L. Fershtat and Alexander S. Goloveshkin and I. S. Bushmarinov and Nina N. Makhova},
title = {Dinitrogen trioxide-mediated domino process for the regioselective construction of 4-nitrofuroxans from acrylic acids},
journal = {Heteroatom Chemistry},
year = {2014},
volume = {25},
publisher = {Wiley},
month = {may},
url = {https://doi.org/10.1002%2Fhc.21166},
number = {4},
pages = {226--237},
doi = {10.1002/hc.21166}
}
Cite this
MLA
Copy
Fershtat, Leonid L., et al. “Dinitrogen trioxide-mediated domino process for the regioselective construction of 4-nitrofuroxans from acrylic acids.” Heteroatom Chemistry, vol. 25, no. 4, May. 2014, pp. 226-237. https://doi.org/10.1002%2Fhc.21166.