Journal of heterocyclic chemistry

Synthesis of 4??alkyl??3??pyridinols from 3??benzyloxypyridine

DL Comins, ED Stroud

Index: Comins, Daniel L.; Stroud, Eric D. Journal of Heterocyclic Chemistry, 1985 , vol. 22, p. 1419 - 1420

Full Text: HTML

Citation Number: 12

Abstract

Abstract The addition of Grignard reagents to the 1-phenoxycarbonyl salt of 3- benzyloxypyridine and a catalytic amount of cuprous iodide afforded 4-alkyl-3-benzyloxy-1- phenoxycarbonyl-1, 4-dihydropyridines in good yield. The crude dihydropyridines were aromatized with o-chloranil to give 4-alkyl-3-benzyloxypyridines, which were debenzylated with hydrogen and 10% palladium on carbon to provide 4-alkyl-3-pyridinols.