Anatolii N. Vereshchagin

Stereoselective electrochemical transformation of alkylidenecyanoacetates and malonate into (E)-3-substituted-2-cyanocyclopropane-1,1,2-tricarboxylates

Abstract Electrolysis of malonate and alkylidenecyanoacetates in alcohols in the presence of sodium bromide in an undivided cell results in the stereoselective formation of (E)-3-substituted 2-cyanocyclopropane-1,1,2-tricarboxylates in 75–85% yields.

Indirect Electrochemical Oxidation of Aryl Alkyl Ketones Mediated by NaI–NaOH System: Facile and Effective Way to α-Hydroxyketals

Abstract Indirect electrochemical oxidation of aryl alkyl ketones in methanol in an undivided cell in the presence of sodium iodide–sodium hydroxide leads to the corresponding α-hydroxyketals in 75–85% substance yield (70–75% current yield).

Stereoselective electrochemical transformation of 4-substituted cyclohexanones into cis-5-substituted-2,2-dimethoxycyclohexanols

Electrolysis of 4-substituted cyclohexanones in methanol in the presence of sodium halides as mediators in an undivided cell results in the stereoselective formation of cis-5-substituted 2,2-dimethoxycyclohexanols in 70—80% yields.

New Way to Substitute Tetracyanocyclopropanes: One-Pot Cascade Assembling of Carbonyls and Malononitrile by the Only Bromine Direct Action

The new type of the chemical cascade reaction was found: formation of cyclopropanes from carbonyl compounds and CH acid by the only bromine direct action. The action of aqueous bromine on the carbonyl compounds and malononitrile in EtOH-H2O solutions in the presence of NaOAc results in the formation of 3-substituted 1,1,2,2-tetracyanocyclopropanes in 48–93% yields. The latter are well-known precursors for the different bicyclic heterosystems, among them those containing cyclopropane ring and those possessing different types of pharmacological activity.