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

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