Collect. Czech. Chem. Commun.
1984, 49, 597-602
https://doi.org/10.1135/cccc19840597
Mechanism of 1-phenyl-1,4-dihydropyridine formation in reaction of 1-phenylpyridinum chloride with alkali metal alkoxides
Josef Kuthan, Jiří Krechl, Martin Bělohradský and Petr Trška
Department of Organic Chemistry, Prague Institute of Chemical Technology, 166 28 Prague 6
Abstract
Quaternary salt Ia reacts with sodium and lithium alkoxides to give 1-phenyl-1,4-dihydropyridine (IIIa) together with unsaturated aldehyde IVa. The reaction mechanism for formation of compound IVa from the primarily arising 2-alkoxy-1-phenyl-1,2-dihydropyridines is suggested on the basis of products IIIb and IVb, arising from the 3,4,5-trideuterio precursor Ib.
