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Reactions of Tetranitromethane with Vinylcyclopropanes

Reactions of Tetranitromethane with Vinylcyclopropanes Doklady Chemistry, Vol. 382, Nos. 1–3, 2002, pp. 9–11. Translated from Doklady Akademii Nauk, Vol. 382, No. 1, 2002, pp. 71–73. Original Russian Text Copyright © 2002 by Ivanova, Averina, Grishin, Kuznetsova, Zefirov. CHEMISTRY O. A. Ivanova, E. B. Averina, Yu. K. Grishin, T. S. Kuznetsova, and Academician N. S. Zefirov Received September 18, 2001 Vinylcyclopropanes are a peculiar kind of alkenes in reacts with TNM to produce mainly 3,3-dinitroisoxazo- which a strained three-membered ring is conjugated lidine (VI). We also detected 1,1,1-trinitro-3-nitropro- with a multiple bond; this determines their unusual pane (VII) in this reaction as a byproduct. The latter is reactivity and the possibility of their diverse synthetic the product of C-alkylation of a nitrocarbocation application [1, 2]. In this paper, we report on the reac- formed at the first reaction stage. The ratio of isoxazo- tion of a number of vinylcyclopropanes with tetrani- lidine VI to tetranitropropane VII is 10 : 1 as follows tromethane (TNM). from NMR spectra. Recently, we studied the reaction of vinylcyclopro- pane (I), a parent compound of this type of olefin, with TNM [3]. The TNM molecule reacts with two mole- + C(NO ) 2 4 cules of initial olefin I http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Doklady Chemistry Springer Journals

Reactions of Tetranitromethane with Vinylcyclopropanes

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References (1)

Publisher
Springer Journals
Copyright
Copyright © 2002 by MAIK “Nauka/Interperiodica”
Subject
Chemistry; Chemistry/Food Science, general; Industrial Chemistry/Chemical Engineering
ISSN
0012-5008
eISSN
1608-3113
DOI
10.1023/A:1013880103272
Publisher site
See Article on Publisher Site

Abstract

Doklady Chemistry, Vol. 382, Nos. 1–3, 2002, pp. 9–11. Translated from Doklady Akademii Nauk, Vol. 382, No. 1, 2002, pp. 71–73. Original Russian Text Copyright © 2002 by Ivanova, Averina, Grishin, Kuznetsova, Zefirov. CHEMISTRY O. A. Ivanova, E. B. Averina, Yu. K. Grishin, T. S. Kuznetsova, and Academician N. S. Zefirov Received September 18, 2001 Vinylcyclopropanes are a peculiar kind of alkenes in reacts with TNM to produce mainly 3,3-dinitroisoxazo- which a strained three-membered ring is conjugated lidine (VI). We also detected 1,1,1-trinitro-3-nitropro- with a multiple bond; this determines their unusual pane (VII) in this reaction as a byproduct. The latter is reactivity and the possibility of their diverse synthetic the product of C-alkylation of a nitrocarbocation application [1, 2]. In this paper, we report on the reac- formed at the first reaction stage. The ratio of isoxazo- tion of a number of vinylcyclopropanes with tetrani- lidine VI to tetranitropropane VII is 10 : 1 as follows tromethane (TNM). from NMR spectra. Recently, we studied the reaction of vinylcyclopro- pane (I), a parent compound of this type of olefin, with TNM [3]. The TNM molecule reacts with two mole- + C(NO ) 2 4 cules of initial olefin I

Journal

Doklady ChemistrySpringer Journals

Published: Oct 10, 2004

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