Synthesis and structure of nitrocyclohexenylcarboxylates

Article abstract of DOI:10.1134/S1070363211090180

The diene condensation of 3-nitro- and 3-bromo-3-nitroacrylates with 2,3-dimethyl-1,3-butadiene and isoprene obtained under the reaction condition from 3-methyl-3-thiolene-1,1-dioxide was investigated. The formed 6-nitro-3-cyclohexenylcarboxylates were subjected to the intramolecular transformation (dehydration and dehydrohalogenation) to give the corresponding nitrocyclohexadienyl- and arylcarboxylates. The structure of the obtained compounds was established from the IR, ¹H NMR spectra and independent synthesis.