ELECTROCHEMICAL OXIDATION OF 4-MONOALKYL-SUBSTITUTED 1,4-DIHYDROPYRIDINES
DOI:
https://doi.org/10.1007/7299Keywords:
4-alkyl-substituted pyridines, 1, 4-dihydropyridines, alkyl radicals, exocyclic double bond, electrochemical oxidationAbstract
The electrochemical oxidation of 4-monoalkyl-substituted 1,4-dihydropyridines has been studied in an aprotic medium and in the presence of pyridine. In an aprotic medium the products of oxidation are both 4-alkyl-substituted and 4-unsubstituted pyridines or mixtures of them. On oxidation in acetonitrile of 4-Et-, 4-n-Pr-, and 4-i-Bu-substituted dihydropyridines, 2-methylene-1,2,3,4-tetrahydropyridines were obtained in addition to the oxidized forms. In the presence of base the products of preparative electrolysis of the studied compounds were 4-alkyl-substituted pyridines. The exception was the 4-i-Pr-substituted dihydropyridine which was dealkylated on oxidation even in the presence of base.
How to Cite
Turovska, B.; Goba, I.; Turovskis, I.; Grinberga, S.; Belyakov, S.;
Stupnikova, S.; Liepinsh, E.; Stradins, J. Chem. Heterocycl. Compd. 2008, 44, 1483. [Khim. Geterotsikl. Soedin. 2008, 1829.]
For this article in the English edition see DOI 10.1007/s10593-009-0211-0
