Some transformations of N-ethoxycarbonylmethylpyridinium bromides with a pyridyl or 1,4-dihydropyridyl substituent at position 3.

Autor: Makarova, N., Plotnietse, A., Tirzitis, G., Turovskii, I., Dubur, G.
Zdroj: Chemistry of Heterocyclic Compounds; Feb1997, Vol. 33 Issue 2, p175-183, 9p
Abstrakt: The direction of the reaction of derivatives of N-ethoxycarbonylmethylpyridinium bromide with chalcone in the presence of bases depends on the substituent at position 3 of the pyridine ring. In the presence of a pyridyl substituent a derivative of 2,3-dihydroindolizine is formed. In the case of a 1,4-dihydropyridyl substituent cycloaddition does not occur, and a Michael addition product (an acyclic betaine) is formed. The latter can be transformed into a derivative of indolizine only under the conditions of decarboxylation. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index