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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Published inChemistry of heterocyclic compounds (New York, N.Y. 1965) Vol. 57; no. 7-8; pp. 861 - 865
Main Authors Savelev, Igor I., Efremova, Irina E., Lapshina, Lidiya V., Gurzhiy, Vladislav V., Belyakov, Alexander V.
Format Journal Article
LanguageEnglish
Published New York Springer US 01.08.2021
Springer Nature
Springer
Springer Nature B.V
Subjects
Aldehydes
Chemistry
Chemistry and Materials Science
Chemistry, Organic
Dioxides
Infrared spectroscopy
NMR
Nuclear magnetic resonance
Organic Chemistry
Pharmacy
Physical Sciences
Quantum chemistry
Science & Technology
Structural analysis
Substrates
condensation
modification of reaction conditions
sulfolenes
2-benzylidene-4-nitro-2,5-dihydrothiophene 1,1-dioxides
nitrodienes
FUSED SULFOLANE
SYSTEMS
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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