Synthesis of 1,3-dioxane-based heterocyclic compounds

Abstract

5-hydroxymethyl-1,3-dioxane was synthesized under Prins reaction conditions by principles of electrophilic reactions based on allyl alcohol with formaldehyde. Then, reactions of the synthesized dioxane with aromatic aldehydes were
investigated. The obtained compounds were characterized using the IR, 1H NMR spectroscopy data and the results of elemental
analysis. The reaction mechanism is based on the electrophilic substitution of a hydrogen atom of carbon in the α position
relative to two oxygen atoms in the heterocycle. In the cyclic system of 5-hydroxymethyl-1,3-dioxane, two oxygen atoms, drawing off the electron density from carbon atoms, increase the electron density of carbon located between oxygens. Therefore,
the α -position tends to electrophilic attack. Compounds with anti-inflammatory and antiviral properties were found among
representatives of 1,3 - dioxanes.