Modified synthesis and structural features of 2-benzylidene-4-nitro-2,5-dihydrothiophene 1,1-dioxides

A modified procedure for achieving condensation reactions between 3-methyl-4-nitro-2,5-dihydrothiophene 1,1-dioxide and aromatic aldehydes was used to synthesize a broad range of previously unknown 2-benzylidene-4-nitro-2,5-dihydrothiophene 1,1-dioxides – promising substrates for the assembly of fus...

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Bibliographic Details
Published in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2021-08, Vol.57 (7-8), p.861-865
Main Authors: Savelev, Igor I., Efremova, Irina E., Lapshina, Lidiya V., Gurzhiy, Vladislav V., Belyakov, Alexander V.
Format: Article
Language:English
Subjects:
Aldehydes
Chemistry
Chemistry and Materials Science
Dioxides
Infrared spectroscopy
NMR
Nuclear magnetic resonance
Organic Chemistry
Pharmacy
Quantum chemistry
Structural analysis
Substrates
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Summary:A modified procedure for achieving condensation reactions between 3-methyl-4-nitro-2,5-dihydrothiophene 1,1-dioxide and aromatic aldehydes was used to synthesize a broad range of previously unknown 2-benzylidene-4-nitro-2,5-dihydrothiophene 1,1-dioxides – promising substrates for the assembly of fused polycyclic nitrosulfolane derivatives. The structural features of the obtained nitrosulfodienes were established on the basis of IR spectra, 1 Н and 13 С NMR spectra, two-dimensional 1 Н– 13 С HMQC and 1 Н– 13 С HMBC experiments, quantum-chemical calculations, and X-ray structural analysis.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-021-02992-6