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Direct introduction of cyano group on furoxan ring

Lorenzo Annaratone 1
Lorenzo Annaratone
, 
Stefano Guglielmo 1
Stefano Guglielmo
, 
Konstantin Yur'evich Chegaev 1
Konstantin Yur'evich Chegaev
10.1016/j.mencom.2017.11.008
Published 2017-10-30
Communication , Volume 27, Issue 6, 565-566
6
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Annaratone L., Guglielmo S., Chegaev K. Y. Direct introduction of cyano group on furoxan ring // Mendeleev Communications. 2017. Vol. 27. No. 6. pp. 565-566.
GOST all authors (up to 50) Copy
Annaratone L., Guglielmo S., Chegaev K. Y. Direct introduction of cyano group on furoxan ring // Mendeleev Communications. 2017. Vol. 27. No. 6. pp. 565-566.
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TY - JOUR
DO - 10.1016/j.mencom.2017.11.008
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2017.11.008
TI - Direct introduction of cyano group on furoxan ring
T2 - Mendeleev Communications
AU - Annaratone, Lorenzo
AU - Guglielmo, Stefano
AU - Chegaev, Konstantin Yur'evich
PY - 2017
DA - 2017/10/30
PB - Mendeleev Communications
SP - 565-566
IS - 6
VL - 27
ER -
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@article{2017_Annaratone,
author = {Lorenzo Annaratone and Stefano Guglielmo and Konstantin Yur'evich Chegaev},
title = {Direct introduction of cyano group on furoxan ring},
journal = {Mendeleev Communications},
year = {2017},
volume = {27},
publisher = {Mendeleev Communications},
month = {Oct},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2017.11.008},
number = {6},
pages = {565--566},
doi = {10.1016/j.mencom.2017.11.008}
}
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Annaratone, Lorenzo, et al. “Direct introduction of cyano group on furoxan ring.” Mendeleev Communications, vol. 27, no. 6, Oct. 2017, pp. 565-566. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2017.11.008.

Abstract

Potassium cyanide reacts with 3-aryl-4-phenylsulfonylfuroxan/ furazan under mild conditions in DMF at room temperature in the presence of 18-crown-6 to afford 3-aryl-4-cyanofuroxan/ furazan in 45–50% yield.

References

2.
Recent developments in nitric oxide donor drugs
Miller M.R., Megson I.L.
British Journal of Pharmacology, 2007
3.
Nitric Oxide: State of the Art in Drug Design
Serafim R.A., Primi M.C., Trossini G.H., Ferreira E.I.
Current Medicinal Chemistry, 2012
4.
Exogenous donors of nitric oxide (a chemical aspect)
Granik V.G., Grigor"ev N.B.
Russian Chemical Bulletin, 2002
5.
10.1016/j.mencom.2017.11.008_bib0025
Gasco
Nitric Oxide Donors, 2005
6.
Thiol-mediated generation of nitric oxide accounts for the vasodilator action of furoxans
Feelisch M., Schönafingeri K., Noack H.
Biochemical Pharmacology, 1992
7.
Synthesis of (α-nitroalkyl-ONN-azoxy)furoxan derivatives
Parakhin V.V., Luk’yanov O.A.
Russian Chemical Bulletin, 2016
8.
Starosotnikov A.M., Bastrakov M.A., Pavlov A.A., Fedyanin I.V., Dalinger I.L., Shevelev S.A.
Mendeleev Communications, 2016
9.
Furoxans as Nitric Oxide Donors. 4-Phenyl-3-furoxancarbonitrile: Thiol-Mediated Nitric Oxide Release and Biological Evaluation
Medana C., Ermondi G., Fruttero R., Di Stilo A., Ferretti C., Gasco A.
Journal of Medicinal Chemistry, 1994
10.
Characterization of a new compound, S35b, as a guanylate cyclase activator in human platelets
Ghigo D., Calvino R., Heller R., Calvino R., Alessio P., Fruttero R., Gasco A., Bosia A., Pescarmona G.
Biochemical Pharmacology, 1992
11.
4-Methyl-3-(arylsulfonyl)furoxans: a new class of potent inhibitors of platelet aggregation
Calvino R., Fruttero R., Ghigo D., Bosia A., Pescarmona G.P., Gasco A.
Journal of Medicinal Chemistry, 1992
12.
A new class of furoxan derivatives as NO donors: mechanism of action and biological activity
Ferioli R., Folco G.C., Ferretti C., Gasco A.M., Medana C., Fruttero R., Civelli M., Gasco A.
British Journal of Pharmacology, 1995
13.
Ustyuzhanina N.E., Fershtat L.L., Gening M.L., Nifantiev N.E., Makhova N.N.
Mendeleev Communications, 2016
15.
Unsymmetrically substituted furoxans, XII. Phenylfuroxancarboxylic acids and their derivatives
Fruttero R., Ferrarotti B., Serafino A., Gasco A.
European Journal of Organic Chemistry, 1990
16.
An efficient access to (1H-tetrazol-5-yl)furoxan ammonium salts via a two-step dehydration/[3+2]-cycloaddition strategy
Fershtat L.L., Epishina M.A., Kulikov A.S., Ovchinnikov I.V., Ananyev I.V., Makhova N.N.
Tetrahedron, 2015
17.
Unsymmetrically substituted furoxans, XIII. Phenylfuroxancarbaldehydes and related compounds
Gasco A.M., Fruttero R., Sorba G., Gasco A.
European Journal of Organic Chemistry, 1991
19.
Fershtat L.L., Epishina M.A., Kulikov A.S., Makhova N.N.
Mendeleev Communications, 2015
20.
The Furoxan System: Design of Selective Nitric Oxide (NO) Donor Inhibitors of COX-2 Endowed with Anti-Aggregatory and Vasodilating Activities
Del Grosso E., Boschi D., Lazzarato L., Cena C., Di Stilo A., Fruttero R., Moro S., Gasco A.
Chemistry and Biodiversity, 2005
21.
Fluorofuroxans: Synthesis and Application as Photoinduced Nitric Oxide Donors
Ando A., Matsubara R., Takazawa S., Shimada T., Hayashi M.
Asian Journal of Organic Chemistry, 2016
22.
Fershtat L.L., Ashirbaev S.S., Kulikov A.S., Kachala V.V., Makhova N.N.
Mendeleev Communications, 2015
23.
10.1016/j.mencom.2017.11.008_bib0115
Ponzio
Gazz. Chim. Ital., 1931