… . III. The preparation of substituted 6??Vinyl??1, 2??dihydro??2??oxo??and 1, 4??dihydro??4??oxo??3??pyridinecarboxylic acids through the chemistry of pyridone dianions

…, JM Domagala, JS Kaltenbronn…

Index: DeJohn; Domagala; Kaltenbronn; Krolls Journal of Heterocyclic Chemistry, 1983 , vol. 20, # 5 p. 1295 - 1302

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Citation Number: 19

Abstract

Abstract The synthesis of various substituted 6-vinyl-1, 2-dihydro-2-oxo-3-pyridinecarboxylic acids from the dianions of 1, 2-dihydro-6-methyl-2-oxo-3-pyridinecarbonitrile and the corresponding 3-t-butyl ester is reported. The dianions were generated with LDA in THF at low temperature and reacted with various carbonyl substrates. Several conditions for the dehydration and hydrolysis of these adducts to the vinyl pyridone acids are discussed. ...