Electrochemical reduction of N-(2-nitro-4-R-phenyl)pyridinium salts using redox-mediators

Autor: A. A. Sokolov, Mikhail A. Syroeshkin, L. V. Mikhal’chenko, V. P. Gul'tyai, R. S. Begunov, M. Yu. Leonova
Rok vydání: 2016
Předmět:
Zdroj: Russian Chemical Bulletin. 65:209-214
ISSN: 1573-9171
1066-5285
DOI: 10.1007/s11172-016-1286-2
Popis: Electrochemical reduction of N-(2-nitroaryl)pyridinium chlorides was accomplished in acidic aqueous alcoholic medium in the galvanostatic mode using tin, titanium, vanadium, and iron chlorides as redox-mediators. The use of SnCl2 as a mediator catalyst made it possible to shorten the electrosynthesis time as compared to the direct electroreduction on an electrode and prepare the intramolecular cyclization products, viz., substituted pyrido[1,2-a]benzimidazoles, in high yield. The influence of the mediator nature and its amount, current density, temperature, cathode material, medium acidity, and the substrate structure on the efficiency of reductive heterocyclization of N-(2-nitroaryl)pyridinium salts was studied.
Databáze: OpenAIRE