Alexander S. Dorofeev

Electrocatalytic multicomponent assembling of isatins, 3-methyl-2-pyrazolin-5-ones and malononitrile: facile and convenient way to functionalized spirocyclic [indole-3,4'-pyrano[2,3-c]pyrazole] system.

Electrochemically induced catalytic multicomponent transformation of isatins, 3-methyl-2-pyrazolin-5-ones and malononitrile in ethanol in an undivided cell in the presence of sodium bromide as an electrolyte results in the formation of spirooxindoles with fused functionalized pyrano[2,3-c]pyrazole system in 78–99} yields. The developed efficient electrocatalytic approach to medicinally relevant spirocyclic [indole-3,4′-pyrano[2,3-c]pyrazoles] is beneficial from the viewpoint of diversity-oriented large-scale processes and represents a novel example of facile environmentally benign synthetic concept for electrocatalytic multicomponent reaction strategy.

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).

Electrocatalytic transformation of malononitrile and cycloalkylidenemalononitriles into spirobicyclic and spirotricyclic compounds containing 1,1,2,2-tetracyanocyclopropane fragment

Electrolysis of malononitrile and cycloalkylidenemalononitriles in EtOH in an undivided cell in the presence of NaBr affords spirobicyclic compounds containing a 1,1,2,2-tetracyanocyclopropane fragment in 50—88% yields.

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.

Electrochemically induced Favorsky rearrangement: transformations of dialkyl ketones into α,β-unsaturated carboxylic esters

Electrolysis of dialkyl ketones in MeOH in the presence of the NaI—NaOH mediator system placed in an undivided cell involves a process analogous to the Favorsky rearrangement of α,α-dihalodialkyl ketones giving rise to methyl esters of α,β-unsaturated carboxylic acids in 70—75% substance yields and 60—70% current yields.

Electrochemically induced Favorsky rearrangement of alkyl benzyl ketones

Electrolysis of alkyl benzyl ketones in MeOH in an undivided electrolyzer in the presence of the NaI—NaOH mediator system induces the process similar to the Favorsky rearrangement to produce arylalkanecarboxylates in 80—90% yield (per substance) and with the 50—55% current efficiency.