Journal of heterocyclic chemistry

Synthesis of 4??vinylquinoline: Pyrolytic rearrangement of the 4??(1??hydroxyethyl) quinoline and related derivatives

JG Rodriguez, Y Benito

Index: Rodriguez, J. G.; Benito, Y. Journal of Heterocyclic Chemistry, 1988 , vol. 25, p. 819 - 821

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Citation Number: 7

Abstract

Abstract The synthesis of 4-vinylquinoline has been carried out by means of the Wittig reaction between 4-quino-linecarbaldehyde and the methyl triphenylphosphonium ylide in dimethyl sulphoxide in good yield. Dehydration of the 4-(1-hydroxyethyl) quinoline and their xanthate derivative, give equimolar amounts of 4-ethylquinoline and 4-acetylquinoline while small amounts of 4-vinylquinoline were found. Dehydrochlorination of 4-(1-chloroethyl) ...