MODIFIED SYNTHESIS AND STRUCTURAL FEATURES OF 2-BENZYLIDENE-4-NITRO-2,5-DIHYDROTHIOPHENE 1,1-DIOXIDES

Authors

  • Игорь И. Савельев Herzen State Pedagogical University of Russia, 48 Moyka River Embankment, Saint Petersburg 191186
  • Ирина Е. Ефремова Herzen State Pedagogical University of Russia, 48 Moyka River Embankment, Saint Petersburg 191186
  • Лидия В. Лапшина S. M. Kirov Military Medical Academy, 6 Akademika Lebedeva St., Saint Petersburg 194044
  • Владислав В. Гуржий Saint Petersburg State University, 7/9 University Embankment, Saint Petersburg 199034
  • Александр В. Беляков Saint Petersburg State Institute of Technology (Technical University), 26 Moskovskii Ave., Saint Petersburg 190013

DOI:

https://doi.org/10.1007/6258

Keywords:

2-benzylidene-4-nitro-2, 5-dihydrothiophene 1, 1-dioxides, nitrodienes, sulfolenes, condensation, modification of reaction conditions

Abstract

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, 1Н and 13С NMR spectra, two-dimensional 1Н–13С HMQC and 1Н–13С HMBC experiments, quantum-chemical calculations, and X-ray structural analysis.

Authors: Igor I. Savelev, Irina E. Efremova, Lidiya V. Lapshina, Vladislav V. Gurzhiy, Alexander V. Belyakov

Author Biographies

Игорь И. Савельев, Herzen State Pedagogical University of Russia, 48 Moyka River Embankment, Saint Petersburg 191186

аспирант кафедры органической химии

Ирина Е. Ефремова, Herzen State Pedagogical University of Russia, 48 Moyka River Embankment, Saint Petersburg 191186

профессор кафедры органической химии

Лидия В. Лапшина, S. M. Kirov Military Medical Academy, 6 Akademika Lebedeva St., Saint Petersburg 194044

доцент кафедры химии

Владислав В. Гуржий, Saint Petersburg State University, 7/9 University Embankment, Saint Petersburg 199034

Доцент кафедры кристаллографии,
Председатель научной комиссии
Института наук о Земле
Санкт-Петербургского государственного университета

Александр В. Беляков, Saint Petersburg State Institute of Technology (Technical University), 26 Moskovskii Ave., Saint Petersburg 190013

профессор, доктор химических наук

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Published

2021-08-26

Issue

Vol. 57 No. 7/8 (2021)

Section

Short Communications