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Advances in the chemistry of monocyclic amino- and nitrofuroxans

Nina Nikolaevna Makhova 1
Nina Nikolaevna Makhova
, 
Alexander Sergeyevich Kulikov 1
Alexander Sergeyevich Kulikov
1 N.D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences
10.1070/RC2013v082n11ABEH004369
Published 30 November 2012
Communication , Volume 82, Issue 11, 1007-1033
43
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Makhova N. N., Kulikov A. S. Advances in the chemistry of monocyclic amino- and nitrofuroxans // Russian Chemical Reviews. 2013. Vol. 82. No. 11. pp. 1007-1033.
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Makhova N. N., Kulikov A. S. Advances in the chemistry of monocyclic amino- and nitrofuroxans // Russian Chemical Reviews. 2013. Vol. 82. No. 11. pp. 1007-1033.
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TY - JOUR
DO - 10.1070/RC2013v082n11ABEH004369
UR - https://rcr.colab.ws/publications/10.1070/RC2013v082n11ABEH004369
TI - Advances in the chemistry of monocyclic amino- and nitrofuroxans
T2 - Russian Chemical Reviews
AU - Makhova, Nina Nikolaevna
AU - Kulikov, Alexander Sergeyevich
PY - 2013
DA - 2012/11/30
PB - ANO Editorial Board of the journal Uspekhi Khimii
SP - 1007-1033
IS - 11
VL - 82
ER -
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@article{2013_Makhova,
author = {Nina Nikolaevna Makhova and Alexander Sergeyevich Kulikov},
title = {Advances in the chemistry of monocyclic amino- and nitrofuroxans},
journal = {Russian Chemical Reviews},
year = {2013},
volume = {82},
publisher = {ANO Editorial Board of the journal Uspekhi Khimii},
month = {Nov},
url = {https://rcr.colab.ws/publications/10.1070/RC2013v082n11ABEH004369},
number = {11},
pages = {1007--1033},
doi = {10.1070/RC2013v082n11ABEH004369}
}
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Makhova, Nina Nikolaevna, and Alexander Sergeyevich Kulikov. “Advances in the chemistry of monocyclic amino- and nitrofuroxans.” Russian Chemical Reviews, vol. 82, no. 11, Nov. 2013, pp. 1007-1033. https://rcr.colab.ws/publications/10.1070/RC2013v082n11ABEH004369.
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Abstract

Published data of the last 20--25 years dealing with the development of methods of synthesis and study of the reactivity of monocyclic amino- and nitrofuroxans are considered. The regularities of the synthesis of aminofuroxans by Schmidt and Curtius rearrangements with participation of acetyl- and azido-carbonylfuroxans, respectively, and features of the transformation of functional substituents in aminofuroxans are discussed. In consideration of the reactivity of aminofuroxans, the attention is focused on the oxidation and diazotization and the Mannich reaction. The methods of synthesis of nitrofuroxans based on oxidation of nitroglyoximes and nitrosation of unsaturated compounds and dipotassium salts of 2-substituted 2-hydroximino-1,1'-dinitroethanes are considered. The reactivity of nitrofuroxans comprises nucleophilic substitution, reduction and thermal furoxan ring opening to give nitrile oxides.

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