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Molecular complex 3-methyl-2,4-dinitrothiophene 1,1-dioxide-pyridine in reactions with amines

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Abstract

Molecular complex 3-methyl-2,4-dinitrothiophene 1,1-dioxide-pyridine gives rise to highly reactive 3-methyl-2,4-dinitrothiophene 1,1-dioxide which is capable of taking up amines at the diene system with subsequent desulfonylation to afford aminodinitrobutadienes. It can also undergo rearrangement into the isomer containing an exocyclic double bond, which is then converted into 3-methylene-4-nitro-1,1-dioxo-2,3-dihydrothiophen-2-ylideneazinic acid ammonium salt.

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Translated from Zhurnal Organicheskoi Khimii, Vol. 40, No. 9, 2004, pp. 1352–1357.

Original Russian Text Copyright © 2004 by Efremova, Lapshina, Berkova, Berestovitskaya.

This study was performed under financial support by President of the Russian Federation, program for support of young Russian scientists (project no. MK-1509.2003.03).

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Efremova, I.E., Lapshina, L.V., Berkova, G.A. et al. Molecular complex 3-methyl-2,4-dinitrothiophene 1,1-dioxide-pyridine in reactions with amines. Russ J Org Chem 40, 1303–1308 (2004). https://doi.org/10.1007/s11178-005-0011-7

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  • DOI: https://doi.org/10.1007/s11178-005-0011-7

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